General Introduction of hydroxy compounds

Basic Level
1. General formula of primary alcohol is
[CPMT 1975]

OH
(a) 2. 3.

CHOH

(b)

C OH

(c)

CH 2 OH

(d)

=C OH
[CPMT 1977, 89]

Butane 2ol is (a) Primary alcohol (b) Secondary alcohol (c) Tertiary alcohol (d) Aldehyde The characteristic grouping of secondary alcohols is (a) CH 2 OH (b)

[ Delhi PMT 1984]

CHOH

(c)

| C OH |

OH
(d)

C OH
[Delhi PMT 2000]

4.

Which of the following is tertiary alcohol

CH 2 OH

(a) CH OH
CH 2 OH
|

CH 3

CH 3
OH

(b) CH 3 C
|

(c)

CH 3 C CH 2 OH
|

(d) CH 3 CH 2 OH

CH 2
|

CH 3

CH 3

5. 6. 7. 8.

Which is primary alcohol (a) Butane2ol Cyclohexanol is a (a) Primary alcohol (a) Pyrogallol Glycerine has (a) One primary and two secondary OH groups (c) Three primary OH groups groups (d) (b) Secondary alcohol (b) Phloroglucinol (c) Tertiary alcohol (c) Resorcinol (d) Phenol (d) Quinol 1,2,3-trihydroxybenzene is also known as (b) Butane1ol (c) Propane2ol

[CPMT 1980]

(d) Isopropyl alcohol

[MP PMT/PET 1988; MP PMT 1989, 91; AIIMS 1997]

(b) One secondary and two primary OH groups Three secondary OH

9. 10.

Ortho-dihydroxy benzene is (a) Carvacrol (b) Resorcinol (c) Catechol (d) Orcinol The compound HOCH 2 CH 2 OH is (a) Ethane glycol (b) Ethylene glycol (b) Secondary alcohol (b) Phenolic OH (b) Monohydric alcohol (b) CH 3 OH (c) Ethylidene alcohol (c) Tertiary alcohol (c) COOH (c) Secondary alcohol (c)
(CH 3 )2 CHOH

(d) Dimethyl alcohol

[Raj. PET 2002]

11. 12. 13. 14. 15.

3-pentanol is a (a) Primary alcohol Cresol has (a) Alcoholic OH Glycerol is a (a) Primary alcohol Carbinol is (a) C 2 H 5 OH Which of the following are isomers (a) Methyl alcohol and dimethyl ether (b) Ethyl alcohol and dimethyl ether (d) CHO

(d) None of these

[CPMT 2003]

[Delhi PMT 1984, 2000; MP PET 2001]

(d) Trihydric alcohol

[Raj. PMT 2000]

(d) CH 3 CH 2 CH (OH )CH 3

(c) Acetone and acetaldehyde 16. 17. (a) Metamerism

[CPMT 1986; Manipal MEE 1995]

(d) Propionic acid and propanone

[MP PMT 1989]

CH 3 O C 3 H 7 and C 2 H 5 O C 2 H 5 exhibit which type of isomerism (b) Position (c) Chain (d) Functional Dimethyl ether and ethyl alcohol are (a) Branched isomer (b) Position isomer (b) CH 3 CH (OH )COOH (b) 2 (b) Chain isomerism (b) C 6 H 13 O (c) Functional isomer (c) CH 3 CH = CHCOOH (d) Tautomer

18. 19. 20. 21. 22.

Which of the following shows optical isomerism (a) CH 3 CH 2 CH 2 COOH (a) 1 (a) Functional isomerism (a) C7 H 14 O (d) None (d) 4 (d) Metamerism (d) C 5 H 10 O Isomeric forms of propyl alcohols are (c) 3 (c) Geometric isomerism (c) C 5 H 12 O The isomerism shown by acetic acid and methyl formate is called Molecular formula of amyl alcohol is The structural formula of cyclohexanol is CH2 CHOH CH2 CH2 CH2 CHOH CH2 CH2 CH2OH (c) (d)

[MP PET 1989]

[Bihar CEE 1995]

(a)

H2C H2C

(b)

H2C H2C

23. 24. 25. 26. 27. 28.

How many isomers of C 5 H 11 OH will be primary alcohols (a) Four (a) -glycol (a) 2 (a) m-nitrobenzoic acid (a) Picric acid Phenol is also called (a) Salicylic acid (b) Benzyl alcohol (c) Carbolic acid (d) Salol (b) Five (b) -glycol (b) 1 (b) 2, 4, 6-trinitrophenol (b) Ethanoic acid (c) Three (c) -glycol (c) 3 (c) Trinitrotoluene (c) Aspirin (d) Two (d) -glycol (d) 4
[CPMT 1981, 92]

If two OH groups are attached to 1,4 carbon atoms, it is Total number of isomeric alcohols with formula C 4 H 10 O is Picric acid is a yellow coloured compound, its chemical name is Which does not have a carboxyl group (d) Benzoic acid
[MP PMT 1993, 2004]

(d) Trinitroaniline
[MLNR 1984]

Preparation of Hydroxy compounds

Basic Level
29. 30. Ethanol is prepared industrially by (a) Hydration of ethylene
1986, 87; Kurukshetra CEE 2002] [MP PMT 1989]

(b) Fermentation of sugars

(c) Both of these

(d) None of these

[CPMT

The process of manufacture of absolute alcohol from rectified spirit is (a) Fractional distillation (b) Steam distillation (b) Aqueous KOH (c) Azeotropic distillation (c) H 2O

(d) Vacuum distillation (d) H 2O2

B 2 H 6 , H 2 O 2 . OH

31. 32.

Which of the following is boiled with ethyl chloride to form ethyl alcohol (a) Alcoholic KOH Which of the following reagents convert the propene to 1-propanol (a) H 2 O, H 2 SO 4 (b) Aqueous KOH (c) MgSO 4 , NaBH 4 / H 2 O (d)

33.

Acetic acid and CH 3 OH are obtained on large scale by destructive distillation of (a) Wood (b) Coal (c) Turpentine (d) Crude oil

34. 35.

In fermentation by zymase, alcohol and CO 2 are obtained from (a) Invert sugar (b) Glucose (c) Fructose (d) All Which enzyme converts glucose and fructose both into ethanol (a) Diastase (b) Invertase (b) Exothermic reaction (b) Diastase (c) Zymase (c) Reversible reaction (c) Zymase (b) Catalytic reduction (d) Fermentation

[BVP 2003]

[MP PMT 1989, 90, 96; CPMT 1983, 84, 86, 94; KCET 1989; MNR 1978; MP PET 1994, 99]

(d) Maltase
[CPMT 1977; Raj. PMT 1999]

36. 37. 38.

Fermentation is an (a) Endothermic reaction (a) Invertase (a) Permanganate oxidation (c) Absorbing in H 2 SO 4 followed by hydrolysis
Oil + NaOH (aq ) Glycerol + Soap

(d) None of these (d) Maltase

[CPMT 1985]

Fermentation of starch solution to ethyl alcohol does not require Ethyl alcohol is industrially prepared from ethylene by

39.

Above reaction is called (a) Saponification 40. 41. 42. 43. 44. 45. 46. 47. 48. 49. 50. 51. 52. 53. 54. 55. (a) Acid (a) Na + alcohol (a) Zymase (a) O 2 (a) CO + H 2 (a) CO 2 (a) Fittig's reaction (a) CO 2 (a) RH (a) A primary alcohol (a) Primary alcohol (a) Ethane (a) Acetone (a) Ethane (a) Acetylene (a) O 2 (b) Esterification (b) Enzyme (b) LiAlH4 + ether (b) Invertase (b) Air (b) C 2 H 5 OH (b) O 2 (b) Cannizaro's reaction (b) HCHO (b) RCOOR (b) A secondary alcohol (b) Secondary alcohol (b) Ammonia (b) Methyl cyanide (b) Ethyl alcohol (b) Methane (b) CO 2 (c) Hydrogenation (c) Hydroxylamine (c) H2 + Pt (c) Maltase (c) (c)
CO 2 CH 3 COCH 3

[UPSEAT 2001]

(d) None of these

[MP PMT 1995]

Conversion of glucose into ethyl alcohol is made by Which reagent can convert acetic acid into ethanol (d) Sn + HCl Glucose ethyl alcohol in this reaction enzyme is The fermentation of starch to give alcohol occurs mainly with the help of (d) Enzymes Methyl alcohol is industrially prepared by the action of Alcoholic fermentation is brought about by the action of (c) Invertase (c) Kolbe's reaction (c)
CH 3 CHO

(d) Phenyl hydrazine

[BVP 2003]

[Raj. PMT 2002; BHU 2002]

(d) Diastase

[KCET (Med.) 2000]

(d) CH 3 COOH
[CPMT 1977, 79, 88; DPMT 1983]

(d) Yeast
[CPMT 1983; MLNR 1993]

Benzyl alcohol is obtained from benzaldehyde by Primary alcohols can be obtained from the reaction of the RMgX with (d)

(d) Wurtz's reaction

H 2O
[Roorkee Qualifying 1998]

RMgBr on reaction with an excess of oxygen followed by hydrolysis gives (c) RCOOH (c) A tertiary alcohol (c) Tertiary alcohol (c) Ethyl alcohol (c) Ethylene oxide (c) Ethylene glycol (c) Methyl alcohol (c)
N2

(d) ROH (d) An aldehyde

[UPSEAT 2000]

When CH 3 MgI reacts with acetone, an addition compound is formed which on hydrolysis gives The reaction between an ester and excess of Grignard reagent shall finally result in a (d) Ketone
[BHU 2000]

Action of nitrous acid with ethylamine produces (d) Nitroethane Which one of the following will produce a primary alcohol by reacting with CH 3 MgI (d) Ethyl acetate Ethylene reacts with Baeyer's reagent to give (d) None of these (d) Ethyl formate If formaldehyde and potassium hydroxide are heated, then we get Which gas is eliminated in fermentation (d)
H2

[MP PET 1991]

[CPMT 1988]

[Raj. PMT 1997]

56.

Acetone on treatment with CH 3 Mg I and on further hydrolysis gives (a) Isopropyl alcohol (b) Primary alcohol (b) (c) Acetic acid (c)
C 2 H 5 MgX

[UPSEAT 2000]

(d) 2-methyl 1,-2-propanol

[MP PET 1991]

57.

The Bouveault-Blanc reduction involves (a) C 2 H 5 OH / Na

LiAlH 4

(d)

Zn / HCl

58.

Alkenes convert into alcohols by (a) Hydrolysis by dil. H 2 SO 4 (c) Hydrolysis by water vapours and conc. H 2 SO 4 (b) Hydration of alkene by alkaline KMnO 4 (d) Hydration of alkene by aqueous KOH
[MP PET 1991; AFMC 2000; KCET 2001]

59. 60. 61. 62.

Coconut oil upon alkaline hydrolysis gives (a) Glycol (a) Primary alcohol (a) Platinized asbestos (b) Alcohol (b) Secondary alcohol (b) Cobalt chloride (c) Glycerol (c) A ketone (c) Zn and Cr oxides Which one is not synthesized by Grignard reagent

(d) Ethylene oxide

[MP PET 1991]

(d) An ester (d) Finely divided metal

Methanol is manufactured by passing (under pressure) a mixture of water gas and excess hydrogen over heated The conversion CH 2 = CH CHO CH 2 = CHCH 2 OH can be effected by (a)

Na + alcohol

(b) Zn + HCl

(c)

H 2 / Ni

(d)

LiAlH 4

63.

The conversion CH 3 CH 2 CHO CH 3 CH 2 CH 2 OH can be effected by (a)

NaBH 4

(b)

Zn / HCl

(c)

H 2 / Ni

(d) Na + alcohol

64.

Which of the following reactions are used in the preparation of alcohol (a) C 2 H 5 Br + aq. KOH
O || Na / Et OH CH 3 C OCH 3 LiAlH 4 (b) (CH 3 )2 C = O H O (d) CH 3 CH 2 Cl 2

(c) 65.

In the commercial manufacture of ethyl alcohol from starchy substances by fermentation method, which enzymes stepwise complete the fermentation reaction (a) Diastase, maltase and zymase (c) Diastase, zymase and lactase (b) Maltase, zymase and invertase (d) Diastase, invertase and zymase
[KCET 1985]

66.

Absolute alcohol can be obtained from rectified spirit (a) By removing the water in it using concentrated sulphuric acid using phosphorus pentaoxide (c) By distilling with the appropriate amount of benzene (b) By removing

the

water

(d) By distilling over plenty of quick lime It is used as power alcohol (c) It is used in wines (d)

67. 68.

Absolute alcohol cannot be prepared by fractional distillation of rectified spirit since (a) It forms azeotropic mixture (b) Commercially methanol is prepared by (a) Reduction of CO in presence of 2 ZnO .Cr2 O 3 (b) Methane reacts with water vapours at 900 C in presence of Ni catalyst (c) Reduction of HCHO by LiAlH 4 (d) Reduction of HCHO by aqueous NaOH
o

[IIT 1984; MP PMT 1990; KCET 1992]

69.

The reaction, water gas (CO + H 2 ) + H 2 673 K, 300 atmosphere in presence of the catalyst Cr2 O 3 / ZnO is used for the manufacture of (a) HCHO (b) HCOOH (c)
CH 3 OH
[MP PMT 1989]

(d) CH 3 COOH
[AIIMS 2003]

70.

Propan-1-ol can be prepared from propene by action of (a) (c)

H 2 O / H 2 SO 4 B 2 H 6 followed by H 2 O 2

(b)

Hg (OAc )2 / H 2 O followed by NaBH 4

(d) CH 3 CO 2 H / H 2 SO 4
[CPMT 1996; MP PET 1989]

71.

Which of the following reaction shows industrial method of preparation of CH 3 OH

Catalyst (a) CO + H 2 o
300 C

(b) CH 3 OH + H 2 O (d) CH 3 Br + aq. KOH

(c) 72.

CH 3 NH 2 + HNO 2

Formaldehyde gives an additive product with methyl magnesium iodide which on aqueous hydrolysis gives[MP PMT / PET 1988] (a) Isopropyl alcohol (b) Ethyl alcohol (c) Methyl alcohol (d) Propyl alcohol

73.

The reaction of CH 3 CH = CH

OH with HBr gives

[IIT 1998]

(a) CH 3 CHBrCH

OH

(b) CH 3 CH 2 CHBr

OH

(c)

CH 3 CHBrCH

Br

(d) CH 3 CH 2 CHBr

Br

74.

From which of the following tertiary butyl alcohol is obtained by the action of methyl magnesium iodide (a) HCHO (b) CH 3 CHO
H 2O2

(c)

CH 3 COCH 3

(d) CO 2

75.

NaOH CH 2 = CH 2 + B 2 H 6 Product.

Product in above reaction is (a) CH 3 CH 2 CHO 76. (b) CH 3 CH 2 OH (c)

CH 3 CHO

[Raj. PMT 2003]

(d) None of the above

H 2O In the reaction C 2 H 5 MgBr + H 2 C CH 2 A

A is (a) C 2 H 5 CH 2 CHO 77. (b) C 2 H 5 CH 2 CH 2 OH (c)

C 2 H 5 CH 2 OH

[MP PET 1994, 2003; CBSE 1998]

(d) C 2 H 5 CHO

The product of reduction of benzaldehyde is (a) Benzoic acid (b) Benzyl alcohol (c) Benzene (d) Catechol

78.

The factor adversely affecting the fermentation process is (a) Presence of air (c) High concentration of sugar (b) Low concentration of sugar (d) Presence of an enzyme

79.

Pyroligneous acid obtained during destructive distillation of wood contains (a) Acetone and methyl alcohol alcohol (c) Acetone and acetic acid (b) Methyl alcohol and ethyl

(d) Methyl alcohol, acetone and acetic acid

Advance Level

80.

Action of water in the presence of sulphuric acid with the following alkenes

CH 3
(i) CH 3 CH = C and (ii) CH 3 CH = CH 2 gives

CH 3

CH 3
(a) (i) CH 3 CH 2 C | OH and

CH 3

(ii) CH 3 CH CH 3 | OH

CH 3
(b) (i) CH 3 CH CH | OH and

CH 3

(ii) CH 3 CH 2 CH 2 OH

CH 3
(c) (i) CH 3 CH CH | OH and

CH 3

(ii) CH 3 CH CH 3 | OH

CH 3
(d) (i) CH 3 CH 2 C | OH 81.

CH 3

and (ii) CH 3 CH 2 CH 2 OH

Which one of the following reactions would produce secondary alcohol (a)
O O (b) || . || . 1 . CH 3 MgBr 1 . LiAlH 4 C6 H 5 CCH 3 C6 H 5 CCH 3
2. H + 2. H +

(c)

1 . LiAlH 4 CH 3 CHO + 2. H

(d)

O ||

C6 H 5 CCH 3
2 . Br2

1 . OH +

82.

Propene, CH 3 CH = CH 2 can be converted to 1-propanol by oxidation. Which set of reagents among the following is ideal to effect the conversion (a) Alkaline KMnO 4 (c)
O 3 / Zn dust
[ CBSE 1991]

(b)

B2 H 6

and alkaline H 2 O 2

(d) OsO 4 / CH 4 , Cl 2 (b) p-cresol (c) 2, 4-dihydroxy toluene (c)

(CH 3 ) 3 S I
+

83. 84.

Chlorination of toluene in the presence of light and heat followed by treatment with aqueous NaOH gives (a) o-cresol (a) (CH 3 )4 N I
+

(d) Benzyl alcohol

[IIT Screening 2001]

The compound that will react most readily with NaOH to form methanol is (b) CH 3 OCH 3 Cl Cl (a) (b) (c) Cl (d)

(d) (CH 3 )3 Cl

85.

Which is hydrolysed at the fastest rate

Cl

86.

HBO, oxymercuration-demercuration and acid catalysed hydration will give same product in (a) (b)
SeO 2 A, A is

(c)

(d)

87.

OH (a) (b) (c)

OH (d) OH

OH

O 88. O COOH

A is
O CH2OH

(a)

B2 H 6 / H 2 O

(b)

LiAlH 4

(c)

CH 3 OH / Na

(d)

P / HI

89.

CH 2CH 3 | H O+ CH 3 CHCH = CHCH 3 3

Major product of this reaction (a) Is optical isomer (c) Is dehydrated easily 90. Consider the following methods I: III : (a) I, II and III 91. Rate of hydration of
CH = CH 2, CH = CHCH 3, CH 3 | C = CH 2 ,

(b) Gives white turbidity with HBr immediatly (d) All correct II : Hydrolysis of cyanides Reduction of carbonyl compounds (b) I and II (c) II and III (d) I and III

Hydration of olefins

Which of these can be used to prepare alcohols

(I) will be in order (a) I<II<III O 92. O (b) I<III<II

(II) (c) II<I<III

(III) (d) III<II<I

CH 3 MgBr (excess ) X, X is H 3O + OH H 3C H 3C OH

(a)

H 3C H 3C

OH

(b)

OH

O OH CH3 (d)

O (c)

93.

H O+ CH = CHCH 3 3 A (major)

(a)

CH 2 CH CH 3 | OH

(b)

CH CH 2 CH 3 | OH CH 2 CH 2 CH 2 OH

(c)

94.

CH CH CH 3 (d) | | OH OH CH 3 MgBr (excess ) (C 2 H 5 O) 2 CO A. A (alcohol) can also be obtained by H 3O +

CH 3 MgBr (2 mol ) (a) CH 3 CH 2 CHO H 3O +

O || CH 3 MgBr (2 mol ) (b) CH 3 C OC 2 H 5 H 3O +

(c) 95.

O || CH 3 MgBr (1 mol ) CH 3 CCH 3 H 3O +

(d) As in (b) and (c)

H O+ Ester A(C 4 H 8 O 2 ) + CH 3 MgBr 3 C 4 H 10 O (alcohol B) Alcohol B reacts fastest with Lucas reagent. Hence A and B are (2 parts)

O || (a) CH 3 COC 2 H 5 , (CH 3 )3 COH

(b)

O || H COC 3 H 7 , (CH 3 )2 CHOH O || H COC 3 H 7 , (CH 3 )3 COH

(c) 96.

O || CH 3 COC 2 H 5 , (CH 3 )2 CHOH

(d)

Which one of the following compounds is most rapidly hydrolysed by SN 1 mechanism (a) CH 3 CH = CHCl
CH 3

(b) CH 2 = CHCH 2 Cl

(c)

CH 2 Cl

(d) (C 6 H 5 ) 3 CCl

97.

CH 3 ONa CH 3 C CH 2 X , CH 3 OH O

X is

CH 3 | (a) CH 3 CCH 2 OCH 3 | OH O

CH 3 | (b) CH 3 CCH 2 OH | OCH 3

(c)

CH 3 CH CHOH | | OCH 3 CH 3

(d) None is correct

98.

A OH

OH OH

O Reagent A used in this change is (a) B 2 H 6 (b)

CH 3

LiAlH 4

(c)

Sn / HCl

(d) CH 3 OH / Na

99.

H O18 CH 3 C CH 2 2 A, H+ O

A(with position of

18

O) is

CH 3 | (a) CH 3 C CH 2 | | 18 OH OH
100.
Y

CH 3 | (b) CH 3 C CH 2 | | OH 18 OH
X

CH 2 OH
(c)

CH 3 C CH 2 O
18

(d) No reaction

OH HO Select X and Y out of I : MnO 4 / OH (a) I, II 101. H2C = (b) II, I = CH2 will form terminal doil by

II : HCO 3 H

HO (c) II, II

OH (d) I, I

(a) Oxymercuration-demercuration (c) Acid-catalysed hydration 102. 103. (a) Phenol (a) 104. 105.
C6 H 5 Cl

(b) (d) All given above

Hydroboration oxidation
[Roorkee 1995; KCET 1998; MHCET 2001]

Sodium benzene sulphonate reacts with NaOH and then on acidic hydrolysis, it gives (b) Benzoic acid (b) C6 H 5 COOH (b) Benzylalcohol (c) Benzene (c)
C6 H 5 N 2 Cl

(d) Disodium benzaldehyde

[AFMC 2000]

Which of the following does not form phenol or phenoxide (d) C6 H 5 SO 3 Na

Benzene diazonium chloride on hydrolysis gives (a) Benzene (c) Phenol (d) Chlorobenzene Which of the following represents Raschigs method for the preparation of phenol

[CPMT 1989]

Cl

(a)

623 K , 200 atm + NaOH

(b)

CH CH3
|

Cu salt

CH3

(i) O 2 (ii) H +

(c) 106.

+ HCl + O 2 air SiO 2 () X

800 K

(d) None of these

Phenetole reacts with HI to produce (a)

C 6 H 5 I + CH 3 CH 2 OH

(b) CH 3 CH 2 I + C 6 H 5 OH

(c)

C 6 H 5 CH 2 OH + CH 3 CH 2 I (d) CH 3 CH 2 I + C 6 H 5 OH

Physical Properties of Hydroxy compounds

Basic Level
107. The compound with the highest boiling point is (a) CH 4 108. 109. (a) Propane (b) CH 3 OH (b) Formic acid (c)
CH 3 Cl
[MLNR 1985]

(d) CH 3 Br
[Punjab CET 1985]

The boiling point of ethyl alcohol should be less than that of (c) Dimethyl ether Boiling point of alcohol is comparatively higher than that corresponding alkane due to (a) Intermolecular hydrogen bonding (c) Volatile nature (b) Intramolecular hydrogen bonding (d) None of these

(d) None of these

[MH CET 2002]

110. 111.

Methanol and ethanol are miscible in water due to (a) Covalent character (b) Hydrogen bonding character (c) If ethanol dissolves in water, then which of the following would be done (a) Absorption of heat and contraction in volume (c) Absorption of heat and increase in volume

[MP PET/PMT 1988; CPMT 1989; CBSE 1991]

Oxygen bonding character (d)

(b) Emission of heat and contraction in volume (d) Emission of heat and increase in volume (c) Gas (c) Insoluble in water (d) Brown solid
[CPMT 1976, 89; Pb. PMT 2000]

112. 113. 114.

Ethylene glycol is a (at 25 C) (a) Solid compound (a) Soluble in water Liquor poisoning is due to (a) Presence of bad compound in liquor (c) Presence of ethyl alcohol (b) Presence of methyl alcohol (d) Presence of carbonic acid (b) A colourless liquid (c) A gas (d) A bright yellow solid
[Delhi PMT 2001]

(b) Liquid (b) Soluble on heating

Low molecular weight alcohols are

(d) Insoluble in all solvents

[CPMT 1971]

115. 116.

Picric acid is (at 25 C) (a) A white solid Widespread deaths due to liquor poisoning occurs due to (a) Presence of carbonic acid in liquor (c) Presence of methyl alcohol in liquor (b) Presence of ethyl alcohol in liquor (d) Presence of lead compounds in liquor
[KCET 1984; MP PMT

117.

Absolute ethanol cannot be obtained by simple fraction of a solution of ethanol and water because
1987]

(a) Their B.P.'s are very nearer in water (c) They form a constant boiling mixture 118. (a) n-propyl alcohol > ethyl alcohol > n-butyl alcohol (c) n-butyl alcohol > n-propyl alcohol > ethyl alcohol 119. Methyl alcohol is toxic. The reason assigned is (a) It stops respiratory track (c) It increases CO 2 content in the blood

(b)

Ethanol remains dissolved

(d) Ethanol molecules are solvated (b) Ethyl alcohol > n-butyl alcohol > n-propyl alcohol (d) Ethanol > n-propanol > n-butyl alcohol
[Raj. PET 2000]

The correct order of the solubility of the different alcohols in water is

(b) It reacts with nitrogen and forms CN in the lungs (d) It is a reduction product of formaldehyde

120.

Which of the following is not characteristic of alcohols (a) They are lighter than water (b) Their boiling points rise fairly uniformly with increasing molecular weight

[AIIMS 1980; AFMC 1997]

(c) Lower members are insoluble in water and organic solvents but solubility regularly increases with molecular weight (d) Lower members have pleasant smell and burning taste, while higher members are odourless and tasteless 121. The order of solubility of alkanols in water is (a) Propanol < Butanol > Pentanol (c) Propanol > Butanol < Pentanol 122. Power alcohol is (a) An alcohol of 95% purity (c) Rectified spirit 123. 124. 125. 126. 127. 128. 129. 130. (a) Power alcohol (a) More (a) Acetone Methylated spirit is (a) Methanol (a) 1 >2 >3
o o o

(b) Propanol > Butanol > Pentanol (d) Propanol = Butanol = Pentanol
[KCET 1990]

(b) A mixture of petrol hydrocarbons and ethanol (d) A mixture of methanol and ethanol (b) Proof spirit (b) Same (b) Diethyl ether (b) Methanol + ethanol
o o

In order to make alcohol undrinkable pyridine and methanol are added to it. The resulting alcohol is called (c) Denatured spirit (c) Either of these (c) Methanol (c) Methanoic acid
o

(d) Poison alcohol

[Pb. PMT 2000]

The boiling point of alcohol are ..... than corresponding thiols (d) Less Which compound has the highest boiling point (d) Ethanol

[MP PET 2003]

(d) Methanamide
[CPMT 1999; Raj. PMT 2002]

The correct order of boiling point for primary (1 ), secondary (2 ) and tertiary (3 ) alcohols is (b) 3 >2 >1
o o o

(c) 2 >1 >3

(d) 2 >3 >1

The vapour pressure of aqueous solution of methanol is (a) Equal to water (a) Hydrogen bonding (a) CS 2 (b) Equal to methanal (b) Hybridisation (b) C 2 H 5 OH (c) More than water (c) Resonance (c)
CCl 4

[UPSEAT 2000]

(d) Less than water

[CPMT 1997, 2002]

The boiling point of glycerol is more than propanol because of Which compound is soluble in water (d) CHCl 3

(d) All the above

131.

Which of the following is most soluble in water (a) Normal butyl alcohol (b) Isobutyl alcohol (c) Tertiary butyl alcohol

[MP PMT 1995]

(d) Secondary butyl alcohol

[AFMC 1992]

132.

Which of the following is not characteristic of alcohols (a) Lower alcohols are stronger and have bitter taste (b) Higher alcohols are stronger and have bitter taste (c) The boiling points of alcohols increase with increasing molecular mass (d) The lower alcohols are soluble in water

133. 134.

Which of the following explains the viscous nature of glycerol (a) Covalent bonds
o

[JIPMER 1997]

(b) Hydrogen bonds (b) Simple distillation

(c) Vander Wall's forces (c) Vacuum distillation

(d) Ionic forces

[CPMT 1983, 94]

Glycerol boils at 290 C with slight decomposition. Impure glycerine can be purified by (a) Steam distillation solvent (d) Extraction

with

135. 136.

Maximum solubility of alcohol in water is due to (a) Covalent bond

NCERT 1971; MP PMT 1993]

[MP PMT / PET 1988; MP PMT 1989]

(b) Ionic bond

(c) Hbond with H2O

(d) None of the above

[CPMT 1971;

In cold countries ethylene glycol is added to water in the radiators to (a) Bring down the specific heat of water (c) Reduce the viscosity (b) Lower the viscosity (d) Make water a better lubricant

137.

When glycerine is added to a litre of water which of the following behaviour is observed (a) Water evaporates more easily

[NCERT 1977; BHU 1979]

(b) The temperature of water is increased

(c) The freezing point of water is lowered 138. Which of the following statements are not correct (a) All alcohols are soluble in water soluble in water (c) All alcohols are poisonous 139. Which of the following are correct (a) Ordinary ethyl alcohol is known as rectified spirit

(d) The viscocity of water is lowered (b) Only the lower alcohols are

(d) Methanol is not poisonous

(b) The alcohol sold in the market for polishing, etc., is known as methylated spirit (c) Absolute alcohol is 100% ethanol (d) Power alcohol is 100% ethanol 140. Which of the following alcohols is the least soluble in water (a) Ethyl alcohol 141. 142. 143. (b) C 4 H 9 OH (c)
C 5 H 11 OH

(d) C12 H 25 OH

Which of the following exhibits maximum hydrogen bonding (a) Ethyl alcohol (a) Methanol (b) Diethyl ether (b) Phenol (c) Ethyl chloride (c) Equal (d) Triethylamine (d) No dipole moment Which has larger value of dipole moment Dipole moment of CH 3 CH 2 CH 3 (I), CH 3 CH 2 OH (II) and CH 3 CH 2 F (III) is in order (a) I<II<III (b) I>II>III (b) Benzene (c) I<III<II (c) Toluene (d) III<I<II (d) Chlorobenzene Which decomposes below its boiling point (a) Glycerol Which is the most stable conformation of butane-2,3-diol OH H (a) H OH CH3 CH3 (b) H H CH3 HO OH CH3 (c) H3C H H HO OH CH3 (d) H OH CH3 H3C OH H

144. 145.

146.

The dimer of alcohol will have the structure

H | H O C H ..... O CH 3 | | H H H O CH 3 ........ CH 3 O H

(a)

(b) CH 3 O ..... O CH 3 | | H H (d) CH 3 O ..... H O CH 3 | H

(c)

147.

For which of the following parameters the structural isomers C 2 H 5 OH and CH 3 OCH 3 would be expected to have the same values (assume ideal behaviour) (a) Boiling points (c) Heat of vaporization pressure (b) Vapour pressure at the same temperature (d) Gaseous densities at the same temperature and

148.

The boiling point of methanol is greater than that of methyl thiol because (a) There is intramolecular hydrogen bonding in methanol and intermolecular hydrogen bonding in methyl thiol (b) There is inter molecular hydrogen bonding in methanol and no hydrogen bonding in methyl thiol (c) There is no hydrogen bonding in methanol and intermolecular hydrogen bonding in methyl thiol (d) There is intramolecular hydrogen bonding in methanol and no hydrogen bonding in methyl thiol (e) There is no hydrogen bonding in methanol and intramolecular hydrogen bonding in thiol Phenol at 25 o C is

149.

(a) A white crystalline solid(b) A transparent liquid 150. 151. 152. 153. Which compound has hydrogen bonding (a) Toluene (a) o > m > p (a) p-nitrophenol (b) Phenol (b) p > m > o (b) m-nitrophenol

(c) A gas (c) Chlorobenzene (c) m > p > o (c) o-nitrophenol

(d) Yellow solution

[MP PMT 1992; MP PET 1991]

(d) Nitrobenzene
[Orissa JEE 2003]

The order of melting point of ortho, para, meta-nitrophenol is (d) p > o > m Which of the following has lowest boiling point (d) Phenol ortho-nitrophenol is steam volatile whereas para-nitrophenol is not. This is due to (a) Intramolecular hydrogen bonding present in ortho-nitrophenol (b) Intermolecular hydrogen bonding (c) Intramolecular hydrogen bonding present in para-nitrophenol (d) None of these

[MH CET 1999]

[CBSE 1989]

154.

For phenol, which of the following statements is correct (a) It is insoluble in water (b) It has lower melting point compared to aromatic hydrocarbons of comparable molecular weight (c) It has higher boiling point than toluene (d) It does not show acidic property

[MP PMT 1995]

155.

Maximum ionisation constant is of OH (a) (b)

OH OH (c) (d)

OH CH3

156.

Which has maximum pKa value in phenols OH OH O2N (a) NO2 (b) H3C CH3 (c)

OH

OH

(d)
N

157.

NO2 Which of the following compounds will have the highest dipole moment NO2 (a)
NO2

NO2 (c) OH (d)

NO2

(b)

OH

OH

Chemical Properities of Hydroxy compounds

Basic Level

158. 159.

Order of reactivity of alcohols towards sodium metal is (a) Pri > Sec > Ter (b) Pri > Sec < Ter (c) Pri < Sec > Ter In CH 3 CH 2 OH , which bond dissociates heterolytically (a) C C (b) C O (b) Secondary > Tertiary (b) Iodoform test (c) C H (c) Tertiary > Primary (c) Solubility in water (d) O H

[PU CET 1985]

(d) Pri < Sec < Ter

[IIT 1988; CPMT 1996]

160. 161.

Which of the following statements is correct regarding case of dehydration (a) Primary > Secondary (a) Action of HCl (d) None of these Methanol and ethanol are distinguished by the (d) Sodium

[CPMT 1985]

[MP PET 1999]

162.

Which of the following can work as a dehydrating agent for alcohols (a)
H 2 SO 4

(b)

Al 2 O 3

(c)

H 3 PO 4

(d) All the these

[CPMT 1980, 84; MP PMT / PET 1988; Raj. PMT 2000; MP PMT 2001]

163.

Primary, secondary and tertiary alcohols may be distinguished by employing (a) Hoffmann's test (b) Fehling solution test (b) Tertiary (c) Victor Meyer's test (c) Primary

(d) None of the above (d) All equal

164. 165.

In reaction of alcohols with alkali metal, acid etc. which of the following alcohol will react fastest (a) Secondary Methyl alcohol (methanol), ethyl alcohol (ethanol) and acetone (propanone) were treated with iodine and sodium hydroxide solution. Which substances will give iodoform test (a) Only ethyl alcohol (c) Only ethyl alcohol and acetone (b) Only methyl alcohol and ethyl alcohol (d) Only acetone
[KCET 1989]

166.

The OH group of methyl alcohol cannot be replaced by chlorine by the action of (a) Chlorine pentachloride (b) Hydrogen chloride (c) Phosphorus trichloride (d) Phosphorus

167. 168.

In esterification, the reactivity of alcohols is (a) 1 > 2 > 3

2001]
o o o

[Delhi PMT 2000]

o

(b) 3 > 2 > 1

(c) Same in all cases

(d) None of these

[MH CET 2001; CBSE

Which of the following is acidic (a) CH 3 OH (b) C 6 H 5 OH (c)

(CH 3 )2 CHOH

(d) CH 3 CH 2 OH
[CPMT 1993, 99]

169.

The compound which will give negative iodoform test is (a) CH 3 CHO (b) CH 3 CH 2 OH (c) Isopropyl alcohol

(d) Benzyl alcohol

[KCET 1984]

170.

Methyl alcohol can be distinguished from ethyl alcohol using (a) Fehling solution (c) Sodium hydroxide and iodine (b) Schiffs reagent (d) Phthalein fusion test

171.

X In CH 3 CH 2 OH CH 2 = CH 2 + H 2 O; ' X ' is 350 o C

(a) NaCl (b) CaCl 2 (c)
P2 O 5

[MP PAT 1996]

(d)

Al 2 O 3
[CBSE 1990; AIIMS 2002]

172. 173.

Lucas test is used for (a) Alcohols (b) Amines (c) Diethyl ether (b) Hydrogen bonding (d) Alkoxide formation An alcohol solvates anions due to (a) Oxygen and its electron pairs (c) Alkyl group

(d) Glacial acetic acid

174.

Alcohol which gives red colour with Victor Meyer test is (a) C 2 H 5 OH (b) CH 3 CH CH 3 | OH (b) 3-pentanone (b) CH 3 CO 2 C 2 H 5 (c)
C(CH 3 )3 OH

[Raj. PMT 2003]

(d) None of the above

175. 176. 177.

Iodoform test is not given by (a) 2-pentanone (a) CH 3 CO 2 CH 3

[CPMT 1977; MP PMT 1990, 92]

[CPMT 2003]

(c) Ethanol (c)

C 6 H 5 CO 2 CH 3

(d) None of these

[AIIMS 2003]

At higher temperature, iodoform reaction is given by (d) CH 3 CO 2 C 6 H 5

LiAlH 4 converts acetic acid into

(a) Acetaldehyde 178. 179. (a)

R 3 COH

(b) Methane (b)

R 2 CHOH

(c) Ethyl alcohol (c)

CH 3 CH 2 OH

(d) Methyl alcohol

[MP PMT 1994; BHU 2002]

Which of the following compound dehydrates most easily Which of the following differentiate between C 2 H 5 OH and CH 3 OH (a) HCl (b)
NH 3

(d) CH 3 CH 2 CH 2 OH
I2 + KOH

(c)

H 2O

(d)

180. 181.

At room temperature the alcohol that do not reacts with Lucas reagent is (a) Primary alcohol (a) Acetic acid (c) Hydrogen iodide (b) Secondary alcohol (c) Tertiary alcohol (b) Sodium metal (d) Acidic potassium dichromate
[MP PET 1989]

(d) All these three

[MP PMT 1995]

Ethyl alcohol exhibits acidic character on reacting with

182. 183. 184. 185.

The reagent which easily reacts with ethanol and propanol is (a) Fehling solution (a) C 2 H 5 OH (a) CHBr 3
99; SCRA 1991; CPMT 1994]

(b) Grignard reagent (b) CH 3 OH (b)

Br2

(c) Schiffs reagent (c) HCOOH (c)

(d) Tollen's reagent (d) C 6 H 6 (d)

PBr3
[MP PMT 1986,

Iodoform is formed on warming I2 and NaOH with Which reagent is useful in converting 1-butanol to 1-bromobutane

[MP PET 1995; DCE 1999; Raj. PET 1999; Raj. PMT 2002]

CH 3 Br

Which of the following compound will give positive iodoform test

H
(a) CH 3 OH (b)

CH 3

CH 3

C CH 3

OH

(c)

CH 3

C CH 3

OH

(d) CH 3 CH 2 CH 2 OH

186.

The compound which gives the most stable carbonium ion on dehydration is
CH 3

[MNR 1995; DCE 2000]

(a) CH 3 CH CH 2 OH | CH 3

(b) CH 3

C CH 3

OH

(c) 187.

CH 3 CH 2 CH 2 CH 2 OH

CH 3 | (d) CH 3 CH CH 2 CH 3

R OH + HX R X + H 2 O

In the above reaction, the reactivity different alcohols is (a) Tertiary > Secondary > Primary Primary (c) Tertiary < Secondary > Primary Tertiary 188. Which easily reacts fastest with lucas reagent at room temperature
MP PMT 1989; CBSE 1989;

[CPMT 1997]

(b) (d)

Tertiary

<

Secondary < Primary

< <

Secondary

[IIT 1981, 86;

CPMT 1989; MP PET 1997; JIPMER 1999; MP PMT 1999, 2000]

(a) Butane-1-ol 189.

(b) Butane-2-ol

(c) 2-methyl propane-1-ol

(d) 2-methyl propane-2-ol

[AFMC 1989]

When ethyl alcohol and KI reacted in presence of Na 2 CO 3 , yellow crystals of ......... are formed (a) CHI 3 (b) CH 3 I (b) Methanol (b) Galactose + glucose (b) Ethanol (b) Saponification (b) Ethanol (b) Ethanol (c)
CH 2 I2

(d) C 2 H 5 I
[CPMT 1980; Raj. PMT 1997]

190. 191. 192. 193. 194. 195.

Which of the following is responsible for iodoform reaction (a) Formalin Maltose on hydrolysis gives (a) Mannose + glucose (a) Enols (a) Esterification (a) Methanol (a) Acetone (c) Glucose (c) Ethanal (c) Etherification (c) Both (a) and (b) (c) Diethyl ketone Which of the following produces violet colour with FeCl 3 solution (c) Acetic acid

(d) Ethanol
[BHU 1996; CPMT 2001]

(d) Mannose + fructose (d) Alkyl halides

[MH CET 1999]

The reaction between an alcohol and an acid with the elimination of water molecule is called (d) Elimination By means of calcium chloride which of following can be dried

(d) None of these

[IIT 1985]

Which compound does not form iodoform with alkali and iodine (d) Isopropyl alcohol

196. 197. 198. 199.

Which is most acidic (a)

H 2O
o o o

[Raj. PET 1999]

(b) C 2 H 5 OH (b) 1 , 2 and 3 amines (b) 3 > 2 > 1

o o o o o o o

(c)

CH 3 OCH 3

(d) C 6 H 5 OH
[MP PET 1994]

Lucas test is used to distinguish between (a) 1 , 2 and 3 alcohols (a) 1 > 2 > 3
1995]
o o o

(c) Aldehydes and ketones (c) 2 > 1 > 3

o o o

(d) Alkenes and alkynes (d) 1 = 2 > 3

o o o

The conversion of alcohols into chloro-compounds by reaction with SOCl 2 follows the order When ethanol is passed over red hot copper at 300 C, the product formed is (a) CH 3 CHO (b) CH 3 COCH 3 (b) C 2 H 5 OH (b) Xanthates (b) Acetaldehyde (b)
PBr3
[EAMCET 1987, 93; MP PET

(c) (c)

C2 H 4 CH 3 COOH

(d) CH 3 COOH
[MP PMT 2001]

200. 201. 202.

Reduction of acetyl chloride with H2 in presence of Pd gives (a) CH 3 COCH 3 (a) Acetals (a) Acetic acid (d) CH 3 CHO Alcohols combine with acetylene in the presence of mercury compounds as catalyst to form (c) Vinyl ethers (c) Formaldehyde (c)
CH 3 Br

(d) None of the above

[MLNR 1987; Bihar CEE 1995; UPSEAT 2000]

Ethyl alcohol on oxidation with K 2 Cr2 O7 gives

(d) Formic acid (d) C 2 H 5 Br

203.

When ethyl alcohol reacts with bromine in presence of red phosphorus the compound formed is (a) C 2 H 6

204.

Ethylene may be obtained by dehydration of which of the following with concentrated H 2 SO 4 at 160 170 o C
[Delhi PMT 2000; MP PET 2001]

(a) C 2 H 5 OH 205. 206.

(b) CH 3 OH

(c)

CH 3 CH 2 CH 2 OH

(d) (CH 3 )2 CHCH 2 OH

The alcohol which does not give a stable compound on dehydration is (a) Ethyl alcohol (a) CH 2 = CH 2 (b) Methyl alcohol (b) C 2 H 6 (b) Formic acid (c) n-propyl alcohol (c)
CH 3 CHO

(d) n-butyl alcohol

[MP PMT 1989]

In presence of air, fermentation of ethyl alcohol by azotobactor bacteria forms (d) CH 3 COOH

207. 208.

The fatty acid, that shows reducing property, is (a) Acetic acid (c) Oxalic acid The alcohol that produces turbidity immediately with ZnCl 2 + conc . HCl at room temperature (a) 1-hydroxybutane (c) 2-hydroxy-2-methylpropane (b) 2-hydroxybutane (d)

[KCET (Med.) 2000]

(d) Ethanoic acid

[EAMCET 1997]

1-hydroxy-2-methylpropane
[Bihar CEE 1995]

209.

In the esterification reaction of alcohols (a) OH is replaced by CH 3 COO group (c) H is replaced by RCO group
+

(b) OH is replaced by chlorine (d) OH is replaced by C 2 H 5 OH

[AIEEE 2003]

210.

During dehydration of alcohols to alkenes by heating with conc. H 2 SO 4 the initiation step is (a) Protonation of alcohol molecule (c) Elimination of water (b) (d) Formation of an ester

Formation of carbocation
[EAMCET 1989]

211.

Which of the following are the starting materials for the Grignard's synthesis of ter-butanol (a) CH 3 MgBr + CH 3 COCH 3 (c)
CH 3 MgBr + CH 3 CHOHCH
3

(b) CH 3 CH 2 MgBr + CH 3 COCH 3 (d) CH 3 MgBr + (CH 3 )3 CH

[MP PET 1996]

212.

The reaction of C 2 H 5 OH with H 2 SO 4 does not give (a) Ethylene sulphate (b) Diethyl ether (c) Acetylene (d) Ethyl

hydrogen

213.

Alcohols can be distinguished from alkenes by (a) Dissolving in cold concentrated H 2 SO 4 (c) Oxidizing with neutral permanganate solution (b) Decolourizing with bromine in CCl 4 (d) None of the above
[MP PMT 1985]

214.

The alcohol which easily reacts with conc. HCl is

(a) CH 3 CHOH CH 2 CH 3 (c) 215. 216.

CH 3 CH 2 CH 2 CH 2 OH

(b) (CH 3 )3 C OH (d) (CH 3 )2 CH CH 2 OH

[EAMCET 1987; BIT 1992]

Which of the following gives ketone on oxidation (a) (CH 3 )3 COH (b) CH 3 CH 2 CH 2 OH
o

(c)

(CH 3 )2 CHCH 2 OH

(d) CH 3 CHOHCH

Conc. H 2 SO 4 reacts with C 2 H 5 OH at 170 C to form (a) CH 3 COCH 3 (b) CH 3 COOH (b) CH 3 CHO (b) 1- butanol (b) Alkanes (b) 1-phenyl ethanol (b) Alkenes (b) Ethanol (c) (c)

[MP PMT /PET 1991; IIT 1981; EAMCET 1979; KCET 2001]

CH 3 CHO CCl 3 CHO

(d) C 2 H 4
[AFMC 1999]

217. 218. 219. 220. 221. 222. 223. 224.

When primary alcohol is oxidised with chlorine, it produces (a) HCHO (a) 2-propanol (a) Alkenes (a) Pentanal (a) Alkanes (a) Methanol (a) Heating with Na metal (d) C 3 H 7 CHO Which of the following compounds is oxidised to prepare methyl ethyl ketone (c) 2-butanol (c) Both (a) and (b) (c) 2-phenyl ethanol (c) Alkynes (c) Both Primary alcohols on dehydration give (d) None of these (d) 3-pentanol Which one of the following compounds gives a positive iodoform test Alcohols react with Grignard reagent to form Which form complex with calcium chloride (d) None Which of the following is the most suitable method for removing the traces of water from ethanol (b) Passing dry HCl through it (c) Distilling it

[DCE 2001]

(d) Tert butyl alcohol

[Delhi PMT 1986]

(d) All the above

(d) Reacting with Mg

Alcohols (i) CH 3 CH 2 CH 2 OH , (ii) CH 3 CHOH CH 3 and (iii) CH 3 C(CH 3 )(OH ) CH 3 were treated with Lucas reagent (Conc. HCl + ZnCl 2 ). What results do you expect at room temperature (a) (ii) and (iii) react immediately and (i) in about 5 minutes (b) (iii) react immediately, (ii) reacts in about 5 minutes and (i) not at all (c) (i) reacts immediately, (ii) reacts in about 5 minutes and (iii) not at all (d) (i) reacts in about 5 minutes, (ii) reacts in about 15 minutes and (iii) not at all

225.

The dehydration of 1 , 2 and 3 alcohols follows the order (a) 1 > 2 > 3
o o o

(b) 3 > 2 > 1

(c) 2 > 1 > 3

(d) There is no such order

226.

The reaction 2 CH 3 CH 2 OH CH 3 CH 2 OCH 2 CH 3 is believed to occur through the formation of 413 K (a) CH 3 CH 2 O H 2
+

H+

(b) CH 3 C H 2

(c)

CH 3 CH 2 O CH 2 CH 3 | H

(d) None of these

227. 228. 229.

Ethyl iodide reacts with moist silver oxide to produce (a) ethane (a) Hydration (b) Propane (b) Esterification (c) Ethyl alcohol (c) Dehydration (d) Diethyl ether (d) Saponification The alkaline hydrolysis of esters is known as Which of the following is the most reactive with HCl in the presence of ZnCl 2 (a) (CH 3 )3 COH (b) (CH 3 )2 CHCH 2 OH (c)
(CH 3 )2 CHOH

(d) C 6 H 5 OH

230.

Ethyl alcohol is less acidic than phenol because (a) The phenoxide ion is more resonance stabilized than phenol (b) There is more hydrogen bonding in phenol than in ethyl alcohol (c) The ethoxide ion is less resonance stabilized than ethyl alcohol (d) Phenol has a higher b.p. than ethyl alcohol

231.

C 2 H 5 OH reacts with halogen acids in the presence of ZnCl 2 to form RX. Its reactivity with HI, HBr and HCl follows the

order (a) HI > HBr > HCl (b) HCl > HBr > HI (c) HCl > HI > HBr (d) HBr = HCl > HI

232. 233. 234.

Which of the following exhibit hydrogen bonding (a) Chloroform (a) Carbanion (b) Ethyl alcohol (b) Carbonium ion (c) Acetic acid (c) Free radical (d) Dimethyl ether (d) Carbene The intermediate formed during the dehydration of alcohol is Which of the following compounds are easily oxidized by K 2 Cr2 O7 and H 2 SO 4 (a) CH 3 CH 2 OH (b) (CH 3 )2 CHOH (c)
CH 3 CHO

(d) (CH 3 )3 COH

235.

X (CH 3 )3 CCH = CH 2 (CH 3 )3 C CH CH 3 , X can be | OH

(a) 236.

BH 3 . THF / H 2 O 2 . OH

(b)

H 3O +

(c)

Hg (OAc )2 / NaBH 4 , NaOH (d) None

Oxo process (a) Is simply carbonylation or hydroformylation reaction (c) Both statements are correct incorrect
CH 3 | H SO 4 , CH 3 C CH CH 3 2 | | CH 3OH CH 3CH 3 | | CH 3 C = CCH 3

(b) Uses cobalt carbonyl hydride [CoH (CO )4 ] as catalyst (d) Both statements are

237.

This is called (a) Retropinacol rearrangement (c) Both correct 238. (a) Primary alcohol (c) Tertiary alcohol 239. 240. Ethyl alcohol is denaturated by adding (a) Glycerol (a) Oxidation of C 2 H 5 OH 241.
FCH 2 CH CH 3 | OH

(b) (d) None is correct (b) Secondary alcohol

Wagner-rearrangement

Upon oxidation, alcohol gave a corbonyl compound containing same number of carbon atoms. The alcohol are (d) Primary and secondary alcohols
[CEE Bihar 1989]

(b) Methanol and pyperidine (b) Reduction of C 2 H 5 OH

FCH 2 CH 2 CH CH 3 | OH

(c) Aniline (c) Formation of C 2 H 5 NH 2

CH 3 CH CH 3 | OH

(d) Ether and ethanol (d) Dissolution of CO 2

C 6 H 5 CH 2 OH

When wine is put in air, it becomes sour due to

The order of reactivity of the following alcohols

(I) (a) I > II > III > IV 242.

(II) (b) I > III > II > IV

(III) (c) IV > III > II > I (b) Ethyl acetate + water (d) Ethyl alcohol + water

(IV) (d) IV > III > I > II

When ethyl alcohol reacts with acetic acid, the products formed are (a) Sodium ethoxide + hydrogen (c) Ethyl acetate + soap

243. 244. 245. 246. 247.

When rectified spirit and benzene are distilled together, the first fraction obtained is (a) A ternary azeotrope (a) Ethanol (a) Primary (a) Acetone (b) Absolute alcohol (b) Methanol (b) Secondary
o

(c) A binary azeotrope (c) 2-propanone (c) Tertiary (c) Acetaldehyde

(d) Denatured spirit

[MP PET 1992]

Oxidation of ethanol by chromic acid forms

(d) Ethanoic acid (d) None of these (d) Ethane

When vapours of an alcohol are passed over hot reduced copper, alcohol is converted into alkene quickly, the alcohol is [CPMT 1985 Isopropyl alcohol heated at 300 C with copper catalyst to form (b) Dimethyl ether Primary and secondary alcohols on action of reduced copper give (a) Aldehydes and ketones respectively (c) Only aldehydes (b) Ketones and aldehydes respectively (d) Only ketones
[AFMC 1990; MP PMT 1986, 89, 92; JIPMER 2000]

248. 249.

When a solution of sodium chloride containing ethyl alcohol is electrolysed, it forms (a) Ethyl alcohol (b) Chloral (c) Chloroform (d) Acetaldehyde
[MLNR 1987]

Methyl alcohol on oxidation with acidified K 2 Cr2 O7 gives (a) CH 3 COCH 3 (b) CH 3 CHO (b) Ethyl alcohol (b) Acetone (b) Glycerol (c) HCOOH (d) CH 3 COOH

250. 251. 252. 253.

Which will dehydrate easily (a) 3-methyl-2-butanol (a) Ethane (a) Ethanol (c) 2-methyl propane-2-ol (c) Acetaldehyde (c) Methanol
1 mole of H 2 2

[Roorkee 1995]

(d) 2-methyl butanol-2

[KCET (Med.) 1999]

The final product of the oxidation of ethyl alcohol is Which alcohol reacts with fatty acids to form fats 23 g of Na will react with methyl alcohol to give (a) One mole of oxygen (b) One mole of H2 (c)

(d) Acetic acid

[MP PMT / PET 1988; MP PET 1991]

(d) Isopropanol
[NCERT 1972; MP PMT 1990]

(d) None of these

[CPMT 1985; BHU 1989]

254. 255. 256. 257.

Dehydration of ethanol gives (a) Acetic acid (a) Methane (a) 2-hydroxy propane (b) Ethane (b) Ethane (b) Acetophenone (c) Ethylene (c) Propane (c) Methyl acetone Ethyl alcohol reacts with methyl magnesium bromide to form

(d) Acetylene
[CPMT 1990]

(d) Butane
[IIT 1984]

Which compound gives yellow ppt. with iodine and alkali (d) Acetamide Dehydrogenation of CH 3 CH CH 3 gives | OH (a) Acetone (b) Acetaldehyde (b) Hydrogen peroxide (c) Acetic acid (c) Anthracene (d) Acetylene (d) None of these When 2-ethylanthraquinol dissolved in a mixture of benzene and cyclohexanol is oxidised, the product is (a) Ethanol The final product obtained by distilling ethyl alcohol with the excess of chlorine and Ca (OH )2 is (a) CH 3 CHO (b) CCl 3 CHO (c)
CHCl 3

[MP PMT 2002]

258. 259.

(d) (CH 3 )2 O
[EAMCET 2003]

260.

Ethyl orthoformate is formed by heating with sodium ethoxide (a) CHCl 3 (b) C 2 H 5 OH (c) HCOOH (d) CH 3 CHO

261.

Glycerol reacts with conc. HNO 3 and conc. H 2 SO 4 to form (a) Glycerol mononitrate (b) Glycerol dinitrate
o

[CPMT 1983]

(c) Glycerol trinitrate (c) Formic acid

(d) Acrolein
[BHU 1996]

262. 263.

With oxalic acid, glycerol at 260 C gives (a) Allyl alcohol (b) Glyceryl mono-oxalate (d) Glyceraldehyde

Glycerol was distilled with oxalic acid crystals and the products were led into Fehling solution and warmed. Cuprous oxide was precipitated. It is due to [KCET 1987] (a) CO (b) HCHO (c)
CH 3 CHO

(d) HCOOH

264.

On heating glycerol with conc. H 2 SO 4 , a compound is obtained which has a bad odour. The compound is [CPMT 1974; CBSE 1994] (a) Glycerol sulphate (b) Acrolein (b) CH 2 = CH 2
o

(c) Formic acid

CH 2 = CHI

(d) Allyl alcohol

[MP PMT 2000]

265.

The reaction of ethylene glycol with Pl3 gives (a)

ICH 2 CH 2 I

(c)

(d) ICH = CHI

[CPMT 1986, 90, 91, 97; JIPMER 1997]

266. 267. 268. 269.

Glycerol heated with oxalic acid at 110 C to form (a) Formic acid (a) Oxalic acid (a) Ethanol Dehydration of glycerol gives (b) Oxalic acid (b) Glycol (b) Propane (c) Allyl alcohol (c) Formaldehyde (c) Acryldehyde Ethylene glycol, on oxidation with per-iodic acid, gives Glycerol react with potassium hydrogen sulphate to form

(d) Glycerol trioxalate

[NCERT 1983; CPMT 1983]

(d) Glycollic acid

[CPMT 1974; MP PMT 1990]

(d) Acrylic acid

[CPMT 1985; MP PET 1992; MP PMT 1992, 94]

(a) Propane 270. (a) Acidic KMnO 4 271. 272. (a) Propane (a) CH 2 = CH CH 3 273.

(b) Propene (b)

Br2 water

(c) Acrolein (c)

KHSO 4

(d) Benzene
[MP PMT / PET 1988]

Acrolein is formed from glycerol by heating with (d)

HNO 3

Final product formed on reduction of glycerol by hydroiodic acid is (b) Propanoic acid (b) CH 2 = CH CH 2 OH (c) Propene
CH 2 = CH CHO

(d) Propyne
[MP PMT 1991]

When glycerol is heated with KHSO 4 , it gives (c) Glycerol reacts with P4 + I2 to form (a) Aldehyde (b) Allyl iodide (b) Polyethers (b) Pinacol (b) Propene (b) CO 2 + H 2 (c) Allyl alcohol (c) Polyethylene (c) Dioxan (c) Glycerol triiodide (d) Acetylene When glycol is heated with dicarboxylic acid, the products are (a) Polyesters

(d) CH 2 = C = CH 2

274. 275. 276. 277.

(d) No reaction at all (d) Ethylene oxide (d) 2-iodopropane

By distilling glycol with fuming sulphuric acid, which of following is obtained (a) Glycerol (a) Allyl iodide When glycerol is heated with an excess of HI, it produces When ethylene glycol is heated with a mixture of conc. HNO 3 and conc. H 2 SO 4 , it produces (a) COOH | COOH (c)
CH 2 ONO 2 | CH 2 ONO 2

(d) C H 2 ONO 2 | CH 2 OH
[MP PMT 2004]

278. 279.

With anhydrous zinc chloride, ethylene glycol gives (a) Formaldehyde (b) Acetylene (c) Acetaldehyde (d) Acetone Rate of substitution reaction in phenol is (a) Slower than the rate of benzene (c) Equal to the rate of benzene (b) Faster than the rate of benzene (d) None of these

[MP PMT 1989]

280.

Which statement is true (a) (c)

C6 H 5 OH is more acidic than C 2 H 5 OH C6 H 5 OH react with NaHCO 3

[MP PMT 1991]

(b) C6 H 5 OH is less acidic than C 2 H 5 OH (d) C6 H 5 OH gives oxime with NH 2 OH and HCl (c) meta-orienting Acquires negative charge Cl OH (c) (d)
[UPSEAT 2003; IIT 1986]

281. 282. 283.

The OH group in phenol in an electrophilic aromatic substitution is (a) ortho-orienting (b) para-orienting (b) (d) ortho and para-orienting (c) Remains uneffected CH3 (d) Because of resonance the oxygen atom of OH group of phenol (a) Acquires positive charge Which of the following compounds will be most easily attacked by an electrophile (a) (b)
[CBSE 1998, 99; MP PMT 2004]

284. 285. 286. 287. 288. 289. 290.

Phenol is less acidic than (a) Acetic acid (a) Phthalic acid Phenol is less acidic than (a) Ethanol Phenol is (a) Acidic (a) Phenol (a) Lowers the acidity (b) Basic (b) Benzyl alcohol (b) Increases the acidity (c) Neutral (c) m-chlorophenol (c) Imparts no effect (b) Methanol (c) ortho nitrophenol (b) p-methoxy phenol (b) Phosphoric acid (c) p-nitro phenol (c) Picric acid Which of the following is phenolic

(d) Ethanol (d) Phenylacetic acid

[UPSEAT 1999; MNR 1995]

(d) para methyl-phenol

[CPMT 1980]

(d) None of these

[CPMT 1999]

Which of the following is most acidic (d) Cyclohexanol The ring deuteration of phenol

(d) Causes amphoteric nature

The bad smelling substance formed by the action of alcoholic caustic potash on chloroform and aniline is

[MP PMT 1971, 92, 2001; CPMT 1971, 86; AFMC 2002]

(a) Phenyl isocyanide 291.

(b) Nitrobenzene

(c) Phenyl cyanide

(d) Phenyl isocyanate

In presence of NaOH, phenol react with CHCl 3 to form o-hydroxy benzaldehyde. This reaction is called
[BIT 1992; MP PMT 1990, 2002; AIIMS 1992; MP PET 1994;JIPMER 1999]

(a) Reimer-Tiemanns reaction (c) Hoffmanns degradation reaction 292.

A + CCl 4 + KOH Salicylic acid A in above reaction is

(b) Sandmeyers reaction (d) Gattermanns aldehyde synthesis

[RPMT 2003]

OH (a) 293. (b)

NO2 (c) (d)

CHO

Which of the following does not gives effervescence with NaHCO 3 (a) Phenol (b) Benzoic acid (c) 2, 4-dinitrophenol Salicylic acid can be prepared using Riemer-Tiemanns reaction by treating phenol with (a) Methyl chloride in the presence of anhydrous aluminium chloride (b) Carbon dioxide under pressure in sodium hydroxide solution (c) Carbon tetrachloride and concentrated sodium hydroxide (d) Sodium nitrite and a few drops of concentrated sulphuric acid OH OH OH CH2OH

[MP PET 1992]

(d) 2, 4, 6-trinitrophenol
[KCET 1989]

294.

295.

Reaction

acid or base + CH 2 O

is called

[MP PET 2003]

CH2OH (a) Lederer Manasse reaction 296. (b) Claisen condensation (c) Benzoin condensation (d) At low temperature phenol reacts with Br2 in CS 2 to form (a) m-bromophenol 297.
CHCl 3 / NaOH H+

[MP PET 1991; CPMT 1981; MP PMT 1990;IIT 1982; RPMT 2000]

(b) o- and p-bromophenol

(c) p-bromophenol

(d) 2, 4, 6-tribromophenol
[Pb. PMT 2002]

Phenol Salicylaldehyde. This reaction is known as (a) Riemer Tiemann reaction (b) Bucherer reaction

(c) Gattermann synthesis

(d)

298.

An organic halide is shaken with aqueous NaOH followed by the addition of dil. HNO 3 and silver nitrate solution gave white ppt. The substance can be (a)
C 6 H 4 (CH 3 )Br
[JIPMER 1997]

(b) C 6 H 5 CH 2 Cl (b)
NaHCO 3

(c) (c)

C 6 H 5 Cl Na 2 CO 3

(d) None of these

[BHU 2003]

299. 300. 301. 302. 303.

Phenol and benzoic acid is distinguished by (a) NaOH (a) Diphenyl ether (a) Salicylic acid (a) Alizarin-S (d)
H 2 SO 4

Benzenediazonium chloride on reaction with phenol in weakly basic medium gives (b) p-hydroxyazobenzene (b) Salicylaldehyde (b) Quinalizarin (c) Chlorobenzene (c) Phenol (c) Phenolphthalein OH Br (c) Br (d) Benzene Kolbe-Schmidt reaction is used for (d) Hydrocarbon What is the reagent used for testing fluoride ion in water (d) Benzene With excess bromine, phenol reacts to form OH OH Br (a) (b)

[IIT 1998] [CBSE 1991]

[EAMCET 2003] [BHU 2001]

(d) Mixture of (a) and (b)

304.

Br Phenol reacts with CHCl 3 and NaOH (at 340 K) to give

Br
[MP PMT 1997; CBSE 2002]

(a) o-chlorophenol 305. alkali. The product is (a) Bakelite 306. 307. 308. 309. (a) Salicylaldehyde (a) Distillation

(b) Salicylaldehyde

(c) Benzaldehyde

(d) Chlorobenzene

Phenol is heated with phthalic anhydride in the presence of concentrated H 2 SO 4 . The product gives pink colour with
[KCET (Med.) 2000; CPMT 1981; CBSE 1988; MP PET 1997]

(b) Fluorescein (b) p-hydroxy benzaldehyde (b) Sublimation

aq. NaOH

(c) Salicylic acid (c) Both (a) and (b) (c) Crystallization

(d) Phenolphthalein
[RPMT 1997]

When phenol reacts with CHCl 3 and KOH, the product obtained would be (d) Chloretone The most suitable method of the separation of a 1 : 1 mixture of ortho and para nitrophenols is
C6 H 5 OH + ClCOCH 3 C6 H 5 OCOCH 3 is an example of

[CBSE 1994, 99; CPMT 1997]

(d) Chromatography
[BHU 1984]

(a) Dows reaction

(b) Reimer-Tiemann reaction

(c) Schotten-Baumann reaction

(d)

Kolbes reaction

Phenol is heated with CCl 4 and alc. KOH when salicylic acid is produced. The reaction is known as
[CPMT 1986; DPMT 1983; KCET 1993]

(a) Friedel-Crafts reaction (b) Riemer-Tiemann reaction 310. 311. 312. 313. 314. 315. 316. 317. 318. 319. 320. 321. 322. 323. (a) Benzoic acid (a) Benzene (a) Toluene (a) Phenol (b) Toluene (b) Nitrobenzene (b) Benzoic acid (b) Toluene

(c) Rosenmund reaction (c) Phenol (c) Chlorobenzene (c) Benzene (c) Benzene (c) Picric acid (c) Benzaldehyde (c)
N2

(d) Sommlet reaction

[NCERT 1984]

Among the following, the compound that undergoes nitration readily is (d) Nitrobenzene To obtain m-chloronitrobenzene, the first compound is (d) Benzaldehyde Benzene diazonium chloride on boiling with dilute sulphuric acid gives (d) Phenol A compound that easily undergoes bromination is Reaction of phenol with dil. HNO 3 gives (a) p- and m-nitrophenols (b) o- and p-nitrophenols (a) Toluene (a)
O2

[Roorkee 1995] [MP PMT 1983]

[KCET (Engg.) 2002]

(d) Benzoic acid

[KCET 1993; RPMT 1997]

(d) o- and m-nitrophenols (d) Phenyl acetic acid (d) CO 2

[MP PMT 1995]

Oxidation of which of the following by air in presence of vanadium pentoxide gives phenol (b) Benzene (b)
H2

Action of diazomethane on phenol liberates Which of the following reacts with phenol to give salicylaldehyde after hydrolysis (a) Dichloromethane (a) Aniline (a) (a)
C6 H 5 OH C6 H 6

(b) Trichloromethane (b) Methylamine (b) C6 H 5 ON (b) C6 H 12 (b) Kolbes reaction (b) Thio-ethers

(c) Methyl chloride (c) Ethyl benzoate (c) (c)

C 2 H 5 N 2 OH C6 H 5 OC 6 H 5

(d) None of these

[KCET 1998]

Liebermanns test is answered by (d) Phenol Which is formed when benzalamine react with nitrous acid Phenol on distillation with zinc dust gives Phenol is converted into salicylaldehyde by (a) Etards reaction (a) Thio-alcohols Which of the following are known as mercaptans (c) Thio-acids OH (c) Br Br Br Br + OH Br (d) Phenol reacts with aqueous bromine to give OH OH Br (a) (b)

[KCET (Med.) 2001]

(d) C6 H 5 CH 2 OH (d) C6 H 5 C6 H 5
[CPMT 1986; MP PMT 1990; BIT 1992; KCET 1999]

[MP PET 1991; CPMT 1997; MP PMT 1999, 2001; Pb. PMT 2000]

(c) Reimer Tiemanns reaction

(d)

Cannizzaros reaction
[Pb. PMT 2002]

(d) Thio-aldehydes
[MP PMT 2003]

OH Br

324.

Which is obtained on treating phenol, with dilute HNO 3 OH OH NO2 NO2 NO2 O2N OH NO2

[BVP 2003]

(a)

(b)

(c)

(d) None of these

325.

Phenol reacts with dilute HNO 3 at normal temperature to form OH O2N (a) NO2 (b) OH NO2
+

[MP PMT 1989]

OH

OH (c) NO2 (d)

OH NO2

326.

NO2 Which of the following statements is correct (a) Phenol is less acidic than ethyl alcohol (c) Phenol is more acidic than carboxylic acid

NO2
[BHU 1997]

(b) Phenol is more acidic than ethyl alcohol (d) Phenol is more acidic than carbonic acid
[MP PMT/PET 1988; BHU 1988; MP PMT 1999; Pb. PMT 2000]

327.

The reaction of conc. HNO 3 and phenol forms (a) Benzoic acid (b) Salicylic acid

(c) o- and p-nitrophenol (b) 2, 4-dibromophenol

(d) Picric acid

[KCET (Med.) 2001]

328.

Phenol is treated with bromine water and shaken well. The white precipitate formed during the process is (a) m-bromophenol (c) 2, 4, 6-tribromophenol (d) A mixture of o- and p-bromophenols

329.

When heated with NH 3 under pressure alone or in presence of zinc chloride phenols are converted into (a) Aminophenols (b) Aniline (c) Nitrobenzene

[RPMT 1997]

(d) Phenyl hydroxylamine

330.

When phenol is heated with phthalic anhydride in concentrated sulphuric acid and the hot reaction mixture is poured into a dilute solution of sodium hydroxide, the product formed is [MP PET 2003] (a) Alizarin (b) Methyl orange (c) Fluorescein (d) Phenolphthalein
[MP PMT 1990; UPSEAT 1999]

331.

Phenol is (a) A weaker base than NH 3 (c) Weaker than carbonic acid OH (b) Stronger than carbonic acid (d) A neutral compound

332. (a) 333. 334.

2 5 + C 2 H 5 I

O C H

[IIT Screening 2003]

Anhydrous (C 2 H 5 OH )

C6 H 5 OC 2 H 5

(b) C 2 H 5 OC 2 H 5 (b) Benzaldehyde

(c)

C6 H 5 OC 6 H 5

(d) C6 H 5 I
[CPMT 2001]

Azo-dyes are prepared from (a) Aniline (c) Benzoic acid (d) Phenol Which will undergo a Friedel-Crafts alkylation reaction CH2CH3 COOH OH CH3

[Pb PMT 1998]

NO2 1 (a) 1, 2 and 4 335. This reaction (a) Perkin reaction 336.

3 4 (b) 1 and 3

(c) 2 and 4 OH is known as CHO (c) Kolbe reaction

(d) 1 and 2
[MP PET 1997]

OH + HCl + HCN
Anhydrous
ZnCl 2

(b) Gattermann reaction

(d) Gattermann-Koch reaction

[CBSE 1995]

Bakelite is prepared by the reaction between (a) Urea and formaldehyde

(b) Tetramethylene glycol and hexamethylene di-isocyanate

(c) Phenol and formaldehyde 337. 338.

Br2 water react with phenol to form

(d) Ethylene glycol and dimethyl terephthalate

[BIT 1992; AIIMS 1996; KCET 2001; MP PMT 1993; IIT 1984]

(a) 2-bromophenol (a) Kolbes reaction reaction 339. COOH

(b) 4-bromophenol (b) Perkins reaction

(c) 2, 4-dibromophenol (c) Sandmeyers reaction

(d) 2, 4, 6-tribromophenol
[AFMC 19985]

The reaction of aromatic acyl chloride and phenol in the presence of a base NaOH or pyridine is called

(d) Schotten-Baumann
[JIPMER 1999]

Sodium phenoxide when treated with CO 2 under pressure OH HOOC OH

(a)
OH

(b)
COOH

(c)

(d) None of these

340. 341.

The compound obtained by heating salicylic acid with phenol in the presence of phosphorus oxychloride is [KCET (Med.) 1999] (a) Salol (b) Aspirin (c) Oil of wintergreen (b) Red deep blue green (d) White red green
[MP PMT 1995]

(d) o-chlorobenzoyl chloride

[AFMC 1998; BHU 1999]

In the Liebermanns nitroso reaction, sequential changes in the colour of phenol occurs as (a) Brown or red green red deep blue (c) Red green white

342. 343.

Phenol is obtained by heating aqueous solution of (a) Aniline (a) Benzyl alcohol (b) Benzene diazonium chloride (c) Benzoic acid (b) Benzene (c) Phenol
o

(d) None of these

[BHU 1996]

Phenolphthalein is obtained by heating phthalic anhydride with conc. H 2 SO 4 and (d) Benzoic acid

344.

When phenol reacts with ammonia in presence of ZnCl 2 at 300 C , it gives (a) Primary amine (b) Secondary amine (c) Tertiary amine
o

[AFMC 2001]

(d) Both (b) and (c)

[DPMT 1983; MP PMT 1997]

345. 346. 347. 348. 349.

Sodium phenoxide when heated with CO 2 under pressure at 125 C gives (a) Sodium benzoate (b) Salol (c) Sodium salicylate Phenols react with ferric chloride solution to give (a) Blue colouration (b) Purple colouration (c) Green colouration Which of the following groups will increase the basicity of phenol (a) NH 2 (b) CH 3 (c) NO 2 Which of the following groups will increase the acidity of phenol (b) CN (c) X(halogen) (a) NO 2 (a) (b) CHCl 2 (c)

(d) Salicylaldehyde (d) All of these (d) None of these (d) None of these

In the reaction of phenol with CHCl 3 and aqueous NaOH at 345 K, the species attacking the ring is
CHCl 3 COCl 2

(d) CCl 2

350.

In the Libermann test for phenols, the blue or green colour produced is due to the formation of (a) ON OH (b) O NOH

(c) O

OH

(d) O

O Na+

OH
aq. KOH product, product is
CH 3 OH

351.

OCH3 (a) and CH 3 OK (mixture) OCH3 (b) b

OCH3

OH OCH3 OH

OH

(c)

(d)

Advance Level
352. Read the following statements carefully (1) A secondary alcohol on oxidation gives a ketone (2) Ethanol reacts with conc. H 2 SO 4 at 180 C to yield ethylene (3) Methanol reacts with iodine and sodium hydroxide to give a yellow precipitate of iodoform (4) Hydrogen gas is liberated when sodium is added to alcohol Select the correct statements from the above set (a) 1, 2 353. (b) 3, 4 (c) 1, 2, 4 (d) 1, 3, 4 Rectified spirit obtained by fermentation contains 4.5% of water. So in order to remove it, rectified spirit is mixed with suitable quantity of benzene and heated. Benzene helps because (a) It is dehydrating agent and so removes water (b) It forms the lower layer which retains all the water so that alcohol can be distilled off (c) It forms an azeotropic mixture having high boiling point and thus allows the alcohol to distill over (d) It forms low boiling azeotropic mixtures which distill over, leaving behind pure alcohol which can then be distilled 354. Assertion : A triester of glycerol and palmitic acid on boiling with aqueous NaOH gives a solid cake having soapy touch Reason : Free glycerol is liberated which is a greasy solid [AIIMS 1996] (a) Both assertion and reason are true statements and reason is the correct explanation of assertion (b) Both assertion and reason are true statements and reason is not the correct explanation of assertion (c) Assertion is true but reason is a false statement (d) Both assertion and reason are false statements In methyl alcohol solution, bromine reacts with ethylene to yield BrCH 2 CH 2 OCH 3 in addition to 1,2-dibromoethane because
[Punjab PMT 1998]
o

355.

(a) The ion formed initially may react with Br or CH 3 OH 356.

(b) The methyl alcohol solvates the bromine

(c) The reaction follows Markownikoffs rule (d) This is a free-radical mechanism When ethyl alcohol (C 2 H 5 OH ) is mixed with ammonia and passed over heated alumina, the compound formed is
[Delhi PMT 1981; CBSE 1989]

(a) C 2 H 5 NH 2 357.

(b) C 2 H 4

(c)

C 2 H 5 OC 2 H 5

(d) CH 3 OCH 3
[IIT Screening 2000]

Which one of the following will most readily be dehydrated in acidic condition (a) O OH (b) OH (c) O (d) OH OH

358.

Jon ' s CH 3 CH = CH CH (OH ) CH 3 X ,

OH
[Raj. PET 2000]

Reagent

Product X is (a) CH 3 CH 2 CH 2 CH (OH )CH 3 (c) Both the above 359.

(b) CH 3 CH = CHCOCH

(d) CH 3 CH 2 CH 2 COCH 3
[BIT 1990]

An alcohol on oxidation is found to give CH 3 COOH and CH 3 CH 2 COOH . The structure of the alcohol is (a) CH 3 CH 2 CH 2 OH
CH 3 CH (OH )CH 2 CH 2 CH 3

(b) (CH 3 )2 C(OH )CH 2 CH 3

o

(c)

CH 3 CH 2 CHOHCH

(d)

360.

Conc. H 2 SO 4 heated with excess of C 2 H 5 OH at 140 C to form

[MP PMT 1990; Raj. PMT 2000; AFMC 2002]

(a) CH 3 CH 2 O CH 3 (c) 361. 362. 363.

CH 3 O CH 2 CH 2 CH 3

(b) CH 3 CH 2 O CH 2 CH 3 (d) CH 2 = CH 2

When vapour of ethanol are passed over platinised asbestos in excess of air, the compound formed is (a) CH 3 CHO (b) CH 3 COCH 3 (c) C 2 H 2 (d) CH 3 COOH When but 3-en-2-ol reacts with aq. HBr, the product formed is [DCE 2001] (a) 3-bromobut 1 - ene (b) 1 bromobut 2 ene (c) A mixture of both a and b (d) 2 bromobut 2-ene
600 C Reaction : CH 3 OH + O 2 product
o

Ag

The product is (a) CH 2 = C = O 364.

[Raj. PET 2000]

(b)

H 2C = O

(c)

C2 H 4

(d) C 2 H 2

365.

Which of the following would undergo dehydration most readily (a) 1-phenyl-1 butanol (b) 2-phenyl-2-butanol (c) 1-phenyl-2-butanol (d) 2-phenyl-1-butanol Butanal with dilute NaOH gives OH O | || (a) CH 3 CH 2 CH 2 C C H 2 CH 2 CH 2 CH 2 CHO (b) CH 3 CH 2 CH 2 C CH 2 CH 2 CH 2 CHO | H
OH | (d) CH 3 CH 2 CH 2 C CH C HO | | H CH 2 | CH 3
o

(c)

OHCCH 2 CH 2 CH 2 CH 2 CH 2 CH 2 CHO

366.

Which of the following is not true in case of reaction with heated copper at 300 C (a) Phenol Benzyl alcohol (c) Secondary alcohol Ketone (b) Primary alcohol Aldehyde (d) Tertiary alcohol Olefin

[CPMT 1999]

367.

A mixture of methanol vapours and air is passed over heated copper. The products are (a) Carbon monoxide and hydrogen vapour (c) Formic acid and water vapour (b) Formaldehyde

[KCET 1988]

and

water

(d) Carbon monoxide and water vapour

[IIT 1986, 87; JIPMER

368.

Which is more reactive with HBr

2000]

(a) 2-methyl propane-2-ol 369. 370. 371. (a) 2-propanol (a) Acetone

(b) Propane-1-ol (b) 1-propanol (b) Ether

(c) Propane-2-ol (c) Propanal (c) Ethylene

CH 3

(d) 2-methyl propane-1-ol

[KCET (Engg.) 2001]

Propene is the product obtained by dehydration of Isopropyl alcohol on oxidation forms

(d) n-propyl alcohol (d) Acetaldehyde

[BIT 1992]

Which of the following vapours passed over heated copper to form acetone (a)
H 3 C CH 2 CH 2 OH

(b) CH 3 CH CH 3 | OH

(c)

CH 3 CH 3

C OH

(d) CH 2 = CH CH 2 OH

372.

The acidity of the compounds RCOOH , H 2 CO 3 , C6 H 5 OH , ROH decreases in the order (a) (c)
RCOOH > H 2 CO 3 > C6 H 5 OH > ROH ROH > C6 H 5 OH > RCOOH > H 2 CO 3
o o o

(b) C6 H 5 OH > RCOOH > H 2 CO 3 > ROH (d)

H 2 CO 3 > RCOOH > C6 H 5 OH > ROH

373.

The acidic character of 1 , 2 , 3 alcohols, H 2 O and RC CH is in the order (a)

H 2 O > 1 o > 2 o > 3 o > RC CH

(b)

RC CH > 3 o > 2 o > 1 o > H 2 O

(c) 1 o > 2 o > 3 o > H 2 O > RC CH 374.

(d) 3 o > 2 o > 1 o > H 2 O > RC CH

The acid strengths of ethanol, isopropanol and tert. butanol decrease in the order

(a) Ethanol >isopropanol>tert. butanol (c) Isopropanol>tert. butanol> Ethanol 375. Dehydration of alcohols OH (I) will be in order (a) I<II<III<IV 376. (b) I>II>III>IV (II) OH (III)

(b) Tert. butanol >isopropanol>Ethanol (d) Tert. butanol > Ethanol >isopropanol

OH (IV) (c) III<II<I<IV

OH

(d) II<III<IV<I

In the following case configuration about chiral C(*) is retained

Me
(a)

Me OH
Na CH 3 Br

(b)

TsCl CH 3 ONa OH

Et Me
(c)

Et
PCl5 CH 3 ONa OH

(d) In none case

Et
CH 3 | conc . H 2 SO 4 CH 3 C CHCH 3 | | CH 3 OH

377.

A (predominant), A is

(a) (CH 3 )3 CCH = CH 2

(b) (CH 3 )2 C = C(CH 3 )2

(c)

CH 2 = CC H 2 CH 2 CH 3 | CH 3

(d) None is correct

378. OH (a)

OH

MnO 2 A, A is

OH O OH

(b) OH

(c) O

(d) OH

379. (a) 380.

conc . H 2 SO 4 products can be

(b)

(c) Both correct

(d) None is correct

MnO 2 CH 2 = CH CH CH 2 CH 2 OH A. A is | OH

(a) CH 2 = CH CC H 2 CH 2 OH (b) CH 2 = CH CH CH 2 CHO | || H OH 381.

||

(c)

CH 2 = CH CC H 2 CHO || O

O || (d) CH 2 = CH CC H 2 C OH || O

CO , H 2 , [CoH (CO )4 ] H CH 3 CH = CH 2 2 Product Cu Zn 125 o , pressure

This represents oxo method of alcohol synthesis. Product can be (a) CH 3 CH 2 CH 2 CH 2 OH
18

(b) CH 3 CH CH 2 OH | CH 3 O

(c) Both are true

(d) None is true

HO
382.

OH

H PO4 3
A

+ H2O

In this dehydration reaction (a) H3C 383. H3C O (a) CH 3 CH CH 2 OH | CH 3

H 2O

18

O will be in

(b) A C H2
LiAlH 4 A, A is

(c) Both

(d) None

(b) CH 3 CH 2 CH 2 CH 2 OH

(c)

CH 3 | CH 3 C OH | CH 3

(d) No reaction

384.

CH 3 | CH 3 C CH = CH 2 CH 3 | CH 3

CH 3 | C CH CH 3 | | CH 3OH

This change can be done by (a) Acid catalysed hydration (c) Hydroboration-oxidation
CH 3 | HBr CH 3 C CH CH 3 A (predominant), A is | | CH 3OH Br | (a) (CH 3 )3 CCH CH 3 Br | (b) (CH 3 )2 CCH (CH 3 )2

(b) Oxymercuration-demercuration (d) Any method mentioned above

385.

(c) Both

(d) None is correct

386.

OH

OH
5

In this diol (b) OH at C2 is more acidic than at C5 (d) Both behave as an acid

(a) OH at C2 is more basic than that of at C5 (c) Both behave as a base 387. Which is not cleaved by HIO 4 I : Glycerol (a) I, II, III, IV 388.
HClO

II : Glycol (b) I, II

III : 1,3-propanediol (c) II, III

IV : Methoxy-2-propanol (d) III, IV

CH 2 = CHCH 2 Cl X is

(a) CH 2 CHCH 2 | | | Cl OHCl 389.

(b)

CH 2 CHCH 2 | | | OH Cl Cl

(c)

CH 2 CHCH 2 Cl O

(d) CH 3 CH CH 3 | Cl

Periodiate oxidation of 1,2-cyclopentanediol is O O (a) (b) (c) (d) C HCH 2 CH 2 CH 2 C H || || O O

390.

O O O A(C 4 H 4 O 4 ) does not decolorise Br2 water and is also neutral to litmus. Hence, A is

CHCOOH (a) || CHCOOH

391.
H H OH OH B
MnO 4

(b) CH 2 = C(COOH ) 2
H HO OH H

(c)

(d) None is correct

A / OH

O O and enantiomer A and B are

(b) OsO 4 / Na 2 SO 3 , MnO 4 / OH

(a)

HCO 3 H ,

(c) MnO 4 / OH , HCO 3 H

(d)

MnO 4 / OH , MCPBA

392. H H OH OH

0 . 2 % OsO 4 A, A is t BuOOH

(a)

(b)

H HO

OH H

(c)

(d)

HO

(meso)

and enantiomer (racemic)

393.

Dehydration product of 1,4-diol given below will be

CH 3 CH CH 2 CH 2 CH 2 | | OH OH
18

H PO4 3

H3C (a) H3C

18

CH3 (c)
18 18

(b)

(d)
18

O
CH 3 OH OH CH 3

CH3

394.

H HCO 3 H 2-butene H

Hence, 2-butene is

(a) Cis-

(b) Trans-

(c) Both

(d) None is correct

395.

H SO 4 Glycerol + HNO 3 2 product, product is

cold

(a) Trinitro glycerine

14

(b) Glyceryl trinitrate A is

(c) T.N.T.

(d) Glycerol mono nitrate

396.

CH 3ONa C H 2 CHCH 2 Cl A, O
14

14

14

14

(a) C H 2
O

CHCH 2 OCH 3

(b)

CH 3 OC H 2 CH O

CH 2

(c)

C H 2 C H 2 CH 2 Cl | OCH 3

(d) C H 2 C H 2 CH 2 Cl | OH
o

397.

An organic liquid A containing C, H and O has a pleasant odour with a boiling point of 78 C. On boiling A with conc. H 2 SO 4 a colourless gas is produced which decolourises bromine water and alkaline KMnO 4 . One mole of this gas also takes one mole of H2. The organic liquid A is (a) C 2 H 5 Cl (b) C 2 H 5 CHO (b) CH 3 CH CH 2 | | OH OH (c) (c)
C2 H 6 CH 3 C = CH 2 | OH

(d) C 2 H 5 OH
[Manipal MEE 1995]

398.

In the following series of chemical reactions, identify Z (a) CH 3 CH CH 2 | | NH 2 NH 2

(d) CH 3 C CH

399.

A compound X with molecular formula C 3 H 8 O can be oxidised to a compound Y with the molecular formula C 3 H 6 O 2 . X is most likely to be (a) Primary alcohol (b) Secondary alcohol (c) Aldehyde (d) Ketone
[MP PMT 1991]

400.

Identify X
H 3C CH 3 MgI H 2O C = O Intermedia te X
dry ether

[CPMT 1988]

H 3C

(a) CH 3 OH 401.

(b) Ethyl alcohol

(c) t-butyl alcohol

(d) Methyl iodide

If there be a compound of the formula CH 3 C(OH )3 which one of the following compounds would be obtained from it without reaction with any reagent

(a) CH 3 OH 402.

(b) C 2 H 5 OH

(c)
Chromic Acid

CH 3 COOH
Chromic Acid

(d)

HCHO

In the sequence of the following reactions CH 3 CH 2 OH X is (a) CH 3 COCH 3 (b) CH 3 CHO

O O || X || CH 3 COOH

[MP PMT 2002]

(c)

CH 3 OCH 3

(d) CH 3 CH 2 COOH

403.

Compound 'A' reacts with PCl 5 to give 'B' which on treatment with KCN followed by hydrolysis give propanoic acid as the product. What is 'A' (a) Ethane (b) Propane (c) Ethyl chloride (d) Ethyl alcohol
[CBSE 2002]

404.

An organic compound A reacts with sodium metal and forms B. On heating with conc. H 2 SO 4 . A gives diethyl ether. A and B are
[AFMC 1998]

(a) C 2 H 5 OH and C 2 H 5 ONa (b) C 3 H 7 OH and CH 3 ONa

C 4 H 9 ONa
Cu Al2 O3 A CH 3 CH 2 OH B. A and B respectively are

(c)

CH 3 OH and CH 3 ONa

(d) C 4 H 9 OH

and

405.

[Raj. (Engg./Med.) 2000]

(a) Alkene, alkanal 406. unknown compound 'D' is (a) CH 3 CHO 407.

(b) Alkyne, alkanal

(c) Alkanal, alkene

(d) Alkene, alkyne

[BHU 2000]

An unknown compound 'D' first oxidised to aldehyde and then acitic acid by a dilute solution of K 2 Cr2 O7 and H 2 SO 4 . The (b) CH 2 CH 3 CH 2 OH (c)
CH 3 CH 2 OH

(d) CH 3 CH 2 CH 3

A compound A on oxidation gave acetaldehyde, then again on oxidation gave acid. After first oxidation it was reacted with ammonical AgNO 3 , then silver mirror was produced. A is likely to be (a) Primary alcohol (b) Tertiary alcohol (c) Acetaldehyde (d) Acetone An organic compound X on treatment with acidified K 2 Cr2 O7 gives a compound Y which reacts with I2 and sodium carbonate to form triodomethane. The compound X is (a) CH 3 OH (b) CH 3 CO CH 3
[KCET 1996]

408.

(c)

CH 3 CHO

(d) CH 3 CH (OH )CH 3

409. 410.

The compound 'A' when treated with cerric ammonium nitrate solution gives yellow ppt. The compound 'A' is [MP PET 2002] (a) Alcohol (b) Aldehyde (c) Acid (d) Alkane A compound X of formula C 3 H 8 O yields a compound C 3 H 6 O, on oxidation. To which of the following classes of compounds could X being (a) Secondary alcohol
[Pb. PMT 2000]

(b) Alkene

(c) Aldehyde

(d) Tertiary alcohol

411.

CH 3 | K Cr2O7 CH 3 MgI From the reaction A 2 B CH 3 C CH 3 DIL.H 2SO 4 H 2O | OH

The reactant A is (a) CH 3 CHOHCH
[MH CET 2002]
3

(b) CH 3 COCH 3

(c)

C 2 H 5 OH

(d) CH 3 COOH

412.

413. 414.

415.

The adduct of the compound 'A' obtained by the reaction with excess of isopropyl magnesium iodide, upon hydrolysis gives a tertiary alcohol. The compound 'A' is (a) An ester (b) A secondary alcohol (c) A primary alcohol (d) An aldehyde An organic compound dissolved in dry benzene evolved hydrogen on treatment with sodium. It is (a) A ketone (b) An aldehyde (c) A tertiary amine (d) An alcohol An alcohol, on oxidation, produces a ketone with the same number of carbon atoms. When the ketone is oxidized, it yields an acid with a fewer number of carbon atoms. The alcohol could be a (a) Primary alcohol (b) Secondary alcohol (c) Tertiary alcohol (d) None of these An organic compound gives hydrogen on reacting with sodium metal. It also gives iodoform test and forms an aldehyde of molecular formula C 2 H 4 O on oxidation with acidified dichromate. The compound is (a) CH 3 OH (b) CH 3 COOH (c)
CH 3 CHO

(d) C 2 H 5 OH

416.

A compound with molecular formula C 4 H 10 O 3 is converted by the action of acetyl chloride to a compound with molecular weight 190. The original compound has (a) One-OH group (b) Two-OH group (c) Three-OH group (d) nO-OH group Compound X has molecular formula C 4 H 8 O 3 . It evolves CO 2 with aq. NaHCO 3 X reacts with LiAlH 4 to give an achiral product. The structure 'X' is (a) CH 3 CH 2 CH COOH | OH (b) CH CHCO OH | OCH 3 (c)
CH 3 CH CH 2 COOH | OH

417.

(d) CH 3 CHCOO H | CH 2OH

418.

CH 3 MgBr +

H O+ HBr Mg / ether HCHO 3 A B C D, H 3O +

D is

O
(a) H3C 419. CH2OH (b) CH2OH CH3 CH3 (c)

OH (d) CH3 CH2OH

CH 3 MgBr (two mol ) H O+ B A 3 CH 3 CHC OOH , B is + | H 3O CH 3

(a) (CH 3 )2 CHCOCH

(b) (CH 3 )2 CH C(C H 3 )2 | OH CH=CH2

A

(c)

(CH 3 )2 CHCOCH (CH 3 )2

(d) (CH 3 )2 CH CHCH (C H 3 )2 | OH

420.

CH2CH3 OH

CH2CH2OH

B CHCH3 OH Schemes A, B, C are I : Acid catalysed hydration II : HBO (a) I in all cases (b) I, II, III CH3 421.
Alkaline KMnO 4 Cold

III :

Oxymercuration-demercuration (c) II, III, I

(d) III, I, II

CrO A 3 B, A and B are

Ac OH

(a)

CH3 OH OH CH3 OH OH

CH3 OH O CH3

(b)

CH3 OH OH

CH3 O O

(c)

, OH

(d) No formation of A and B

422.

NaBH B 4

CH = CHCHO

H / Pt 2 A, A and B are

(a)

CH 2 CH 2 CHO ,

CH = CHCH 2 OH

(b)

CH 2 CH 2 CH 2 OH ,

CH = CHCH 2 OH

(c)

CH = CHCH 2 OH

in both cases

(d)

CH 2 CH 2 CH 2 OH ,

in both cases

OH CH3
I2 NaOH H / A, A is

423. O (a)

O (b)
Mg / ether Br

O C OH (c)

O C OH (d)

O C OCH3

424.

Cl

HCHO A, H 3O +
(b) Cl

A is

(a) Br

CH2OH

CH2OH

(c) HOH2C

CH2OH (d) OHC

CHO

425.

H O+ RMgBr + A 3 CH 3 CH 2 CH 2 OH , R and A are

(a) CH 3 CH 2 and HCHO (b) CH 3 and C H 2 C H 2
O

(c) Both are correct

(d) None is correct

426.

H 3O + Y H 2 C

1. CH 2 B2 Hexcess ) X . 6 ( 2 . H 2 O2 / OH

X and Y are

(a)

HOH2C (I)

CH2OH ,

H3C HO (II)

CH3 OH

(b) II, I

(c) I in both case O

CH 2 CH 2

(d) II in both case

427. CHO O (a)

CH 3 MgBr OH A, A is + H 3O

| OH

H3C OH CH CH3 (b)

OH OH CH CH3 A is (c)

HO

CH3 (d) CHO

HO

CH3 O CH2 CH O CH2

428.

O || HO OH NaNH H+ 3 CH 3 C CH 2 C CH 2 / CH A, I O || (a) CH 3 CCH 2 CH 2 CH 2 CH 3 O || (b) CH 3 CH 2 CCH 2 CH 2 CH 3

(c)

O || CH 3 CCH 2 C CCH 3

O || (d) CH 3 CCH 2 HC = CHCH 3

429.

KHSO HClO Glycerol 4 A B, O O || || (a) CH 2 = CH C H , C H 2 CH C H | | Cl OH

A and B respectively are

O O || || (b) CH 2 = CH C H , CH 2 CH C H | | OH Cl

OH
(c)

CH 3 CH 2 CHO ,

CH 3 CH 2 CH Cl

O || (d) CH 2 = CH C H , CH 2 CH 2 CHO | ClO

[DCE 2000]

430.

When phenol is reacted with CHCl 3 and NaOH followed by acidification, salicylaldehyde is obtained. Which of the following species are involved in the above mentioned reaction as intermediate O O O H (a) CCl3 (b)
CHCl2

H (c) CHCl
|

(d) All of these

431.

OH When phenol is allowed to react with Br2 in (i) CS 2 solution and (ii) in aqueous solution, the resulting compounds are (a) (i) 2, 4, 6-tribromophenol and (ii) o- and p-bromophenol (b) (i) m-bromophenol and (ii) 2, 3, 4-tribromophenol (c) (i) o- and p-bromophenol and (ii) 2, 4, 6-tribromophenol (d) (i) o- and m-bromophenol and (ii) 2, 3, 4-tribromophenol

432.

Assertion (A): Phenol is more reactive than benzene towards electrophilic substitution reaction. Reason (R) : In the case of phenol, the intermediate carbocation is more resonance stabilized.
[IIT Screening 2002]

(a) Both A and R are true and R is a correct explaination of A explaination of A (c) A is true but R is false (e) A is false but R is true 433. Assertion (A): Phenol is a weak acid than ethanol.

(b) Both A and R are true but R is not a correct (d) Both A and R are false

Reason (R) : Groups with + M effect and I effect decrease acidity at p-position (a) (c) Both A and R are true and R is a correct explaination of A A is true but R is false (b) Both A and R are true but the R is not a correct explaination of A (d) Both A and R are false (e) A is false but R is true 434.

[AIIMS 2002]

When phenol reacts with chloroform and an alkali like NaOH, the compound formed is salicyldehyde. If we use pyrene in place of chloroform the product obtained is [MH CET 1999] (a) Salicylic acid (b) Cyclohexanol (c) Phenolphthalein
(1) NaOH (2) H +

(d) Salicylaldehyde
[KCET 1998]

435.

What is the product formed in the following reaction C 6 H 5 OH + CCl 4 (a) p-hydroxybenzoic acid (b) o-hydroxybenzoic acid (c) Benzaldehyde (c) m-nitrophenol (c) 4.5 mol (c) 10.22 CH3 (d) Salicylaldehyde

436. 437. 438. 439.

Which of the following is most acidic (a) Picric acid (a) 1.5 mol (a) 4.00 In the following compounds OH OH OH (b) p-nitrophenol (b) 3 mol (b) 6.00 One mole of phenol reacts with bromine to form tribromophenol. How much bromine is used (d) 6 mol What amount of bromine will be required to convert 2 g of phenol into 2, 4, 6-tribromophenol (d) 20.44

[MP PET 2004]

(d) o, p dinitrophenol
[MP PMT 1989] [MP PET/PMT 1998]

NO2 CH3 (II ) The order of acidity is (I) (a) III >IV > I > II (III) NO2 (IV)
[IIT 1996]

(b) I > IV > III > II

(c) II > I > III > IV

(d) IV > III > I > II

440.

The increasing order of acidity among phenol, p-methylphenol, m-nitrophenol and p-nitrophenol is (a) m-nitrophenol, p-nitrophenol, phenol, p-methylphenol (c) p-methylphenol, phenol, m-nitrophenol, p-nitrophenol

[CBSE 1995; RPMT 2002]

(b) p-methylphenol, m-nitrophenol, phenol, p-nitrophenol (d) Phenol, p-methylphenol, p-nitrophenol, m-nitrophenol

441.

Arrange the following in decreasing order of acidic strength. 2, 4, 6-trinitrophenol (I), 2, 4-dinitrophenol (II), p-nitrophenol (III),phenol (IV) (a) I > II > III > IV (b) I > III > II > IV (c) IV > III > II > I (d) III > II > I> IV In which case coupling takes place (a) O2N (c) In both cases N2C + l
base OH

442.

(b) H3C (d) In none cases NO2

N2C + l

base OH

443.

Consider following statements OH I:

NO2

is more stable than

II : H NO2 HO Cl

is more stable than

Cl OH

H NO2 (a) I and II both are correct

(b) I and reverse of II are correct (d) I and II both are incorrect

(c) II and reverse of I are correct

OH 444.
2 A , A can be

NO +

CH3 OH NO2 (a) CH3 OH 445. (a) 446.

X

OH

OH

(b) NO2 CH3 OH Br X can be (b)

Br2 / CS 2

(c) NO2

(d) No SE reaction is possible

Br2 water

(c) Both (a) and (b) are correct OH

390 K HCl

(d)

None is correct

ONa The compound X in the reaction

COONa
+ CO 2 X

is COOH ONa

[Roorkee 1999]

ONa (b) COONa (c)

OCOONa (d)

(a) 447.

COOH
NaOH CO 140 o C

HCl 2 What is the end product in the following sequence of operations Phenol A B C [CBSE 1991; AIIMS 1999]

(a) Salicylaldehyde 448.

NaNO 2 / H 2 SO 4

(b) Benzoic acid

H 2O NaOH

(c) Chlorobenzene

(d) Salicylic acid

[KCET 2003]

Phenol B C D . Name of the reaction is (a) Liebermanns reaction (b) Phthalein fusion test reaction

(c) Reimer Tiemann reaction (d) Schotten-Baumann

449.

H / H 2O AC 2 O (i) NaOH Phenol A B C . In this reaction, the end product C is (ii) CO 2 / 140 o C

(a) Salicylaldehyde 450.

(b) Salicylic acid

(c) Phenyl acetate

(d) Aspirin

, CCl 4 , OH KOH A B . A, B, C and D are respectively are +

3 C CH 3 OH D (a) Salicylic acid, salol, aspirin and oil of winter green

CH COCl

(b) Salicylic acid, aspirin, salol and oil of winter green (c) Salicylic acid, oil of winter green, salol and aspirin (d) None is correct

Uses of Hydroxy compounds

Basic Level
451. 452. 453. 454. 455. Salol can be used as (a) Antiseptic (b) Antipyretic (c) Both (a) and (b) Substances used in bringing down the temperature in high fevers are called (a) Pyretics (b) Antipyretics (c) Antibiotics Which one is used in the preparation of explosives (b) (COOH )2 (c) Glycerol (a) CH 3 OH Glycerol as a triester present in (a) Petroleum (b) Kerosene Wine (alcoholic beverages) contains
77; BHU 1996; AFMC 2001] [MP PMT 1983]

(d) None of these

[Delhi PMT 1983]

(d) Antiseptics
[MP PMT /PET 1988]

(d) Urea (d) Naphtha

[CPMT 1972,

(c) Vegetable oil and fat

(a) CH 3 OH 456. 457. 458. 459. 460. 461. 462.

(b) Glycerol

(c)

C 2 H 5 OH

(d) 2-propanol

Glycerol is not used in which of following cases (a) Explosive making (b) Shaving soap making Aspirin is also known as (a) Methyl salicylic acid (b) Acetyl salicylic acid Glycerol is used in the manufacture of (a) Dynamite (b) Varnish Which is used as an antifreeze (a) Glycol (b) Ethyl alcohol Aspirin is (a) Antibiotic (b) Antipyretic Tonics in general contain (a) Ether (b) Methanol Rectified spirit is a mixture of (a) 95% ethyl alcohol + 5% water (c) 94.4% ethyl alcohol + 5.43% water Glycerol is used (a) As a sweetening agent (c) In the manufacture of nitro glycerine Which is used in alcoholic beverages (a) Methanol (b) Ethanol Denatured spirit is mainly used as a (a) Good fuel (c) Solvent in preparing varnishes Absolute alcohol is (a) 100% pure ethanol (c) Ethanol + water + phenol

(c) As an antifreeze for water (d) As an antiseptic agent

[CPMT 1989, 94; MP PET 1995]

(c) Acetyl salicylate (c) Paints (c) Water (c) Sedative (c) Ethanol

(d) Methyl salicylate

[SCRA 1991]

(d) Soft drinks

[AFMC 1992]

(d) Methanol
[Delhi PMT 1982, 83; BHU 1998]

(d) Antiseptic
[MNR 1995]

(d) Rectified spirit

[Delhi PMT 1982; MP PMT 1976, 77, 96; CPMT 1976, 77, 90; KCET 1990]

(b) 94% ethyl alcohol + 4.53% water (d) 95.57% ethyl alcohol + 4.43% water
[Kurukshetra CET 2002]

463.

(b) In the manufacture of good quality soap (d) In all of the above (c) Phenol (d) Glycerol

464. 465.

(b) Drug (d) Meterial in the preparation of oil

[Raj. PMT 1997]

466.

(b) 95% alcohol + 5% H2O (d) 95% ethanol + 5% methanol

467.

468.

Glycerine is used in car radiators to (a) Facilitate evaporation (c) Lower the freezing point of the water in the radiator Cordite is a mixture of (a) Nitroglycerine, gun cotton and vaseline (c) Carborundum and charcoal Dynamite is prepared by mixing nitroglycerine with (a) Saw dust and ammonium nitrate (c) Saw dust alone Grain alcohol is common name of (a) Amyl alcohol (b) Ethyl alcohol Bakelite is a (a) Urea-formaldehyde resin (b) Phenol formaldehyde resin Cresol is (a) A mixture of three cresols with little phenol (c) A soapy solution of cresols Phenol is used in the manufacture of (a) Bakelite (b) Polystyrene High contents of phenol is found in (a) Light oil (b) Middle oil

(b) Increase the temperature of the water in the radiator (d) Lower the viscosity of the water in the radiator (b) Borax, glycerine (d) (b) (d) Conc. sulphuric acid (c) Methanol (c) Polyethylene (b) Used as dye for wood (d) (c) Nylon (c) Heavy oil

Glycerol and / KMnO 4 Cellulose nitrate

[MP PMT 1987]

469.

470. 471. 472.

(d) None
[Kerala (Engg.) 2002]

(d) Artificial rubber

[BHU 1996]

Having an aldehyde group

[AIIMS 1996]

473. 474.

(d) PVC (d) Pitch

General introduction of ethers

Basic Level
29. 30. 31.
An example of a compound with the functional group O is (a) Acetic acid (b) Methyl alcohol In ethers, the C O C bond angle is (a) 180 o (b) 90 o Which of the following is a simple ether (a) (c) (c) 110 o (d) 160 o
[AFMC 1997] [CPMT 1983]

(c) Diethyl ether

(d) Acetone

CH 3 OCH 3

(b)

C 2 H 5 OCH 3

C6 H 5 OCH 3

(d)

C6 H 5 OC 2 H 5
[MP PMT 1992]

32. 33.

Name of (CH 3 )2 HC O CH 2 CH 2 CH 3 is (a) Isopropyl propyl ether (b) Dipropyl ether (c) Di-isopropyl ether Etherates are (a) Ethers (c) Complexes of ethers with Lewis acid Which of the following do not contain an acyl group (a) Acid chloride (b) Amide

(d) Isopropyl propyl ketone

(b) Solution in ether (d) Complexes of ethers with Lewis base (c) Ester (d) Ether

34.

35.

This polyether is known as

O
(a) 12-crown-4 Sulphuric ether is (a)

O
(c) 8-crown-4 (c) (d) 4-crown-8 (d)

(b) 18-crown-6 (b)

36. 37. 38. 39.

C2 H 5 O C2 H 5

CH 3 O CH 3

C2 H 5 S C2 H 5

CH 3 S CH 3

The compound which is not isomeric with diethyl ether is (a) Methyl n-propyl ether (b) Butanone (a)

(c) Butan-1-ol (c)

(d) 2-methylpropan-2-ol (d)

Ethers are isomeric with monohydric alcohols. Both have the general formula

Cn H 2 n + 2 O

(b)

Cn H 2 n O

Cn H 2 n + 4 O

Cn H 2 n 2 O

Ether is

R
(a)

R C=O
(b)

R C =O
(c)

R O
(d)

C =O RO

H
40.
Epoxides are (a) Unsaturated ethers (c) Cyclic ethers with

R
(b) Mixed ethers (d) Not ethers

CC

ring

41.

O C 4 H 10 O is the molecular formula of diethyl ether. The metamers represented by this formula is/are
(a) 1 (b) 2 (c) 3 (d) 4

42.

Crown ethers are (a) Cyclic ethers (c) Mixed ethers (b) Ethers with several other functional groups (d) Not ethers
[CPMT 1990]

43.

C 2 H 5 OH and CH 3 OCH 3 are

(a) Position isomers (b) Functional isomers (c) Metamers (c) Ethyl methyl ether (c) (d) Chain isomers The IUPAC name of CH 3 OC 2 H 5 is (a) Ethoxy methane (b) Methoxy ethane Diethyl ether may be regarded as an anhydride of (a) C 2 H 5 OH (b) C 2 H 5 COOH In [18]-crown-6, the number of oxygen atoms is (a) 18 (b) 6 (d) Methyl ethyl ether (d)

44. 45. 46.

[MNR 1986]

C 2 H 5 CHO

C 2 H 5 COOC 2 H 5

(c) 12

(d) 24

Preparation of ethers

Basic Level
47. 48.
Ether is prepared by [DPMT 76, 81, 82, 83, 84; CPMT 1976, 82, 84, 89, 2000; MP PET 1990] (a) Williamsons synthesis (b) Wurtzs reaction (c) Friedel Crafts reaction (d) Hoffmann bromide reaction On boiling with concentrated hydrobromic acid, phenyl ethyl ether will yield [AIIMS 1992] (a) Phenol and ethyl bromide (b) Phenol and ethane (c) Bromobenzene and ethanol (d) Bromobenzene and ethane By the action of CH 3 I on sodium ethoxide, we get [CPMT 1979] (a)

49.

CH 3 COOCH 3

(b)

CH 3 COC 2 H 5

(c)

CH 3 OC 2 H 5

(d) Ethyl acetate

50. 51. 52.

Heating together of sodium ethoxide and ethyl chloride will give [CPMT 1971, 81; NCERT 1984; Roorkee 1990; MP PMT 1994] (a) Ether (b) Ethyl alcohol (c) Acetaldehyde (d) Acetic acid The compound formed when ethyl bromide is heated with dry silver oxide is [MP PET/PMT 1988] (a) Dimethyl ether (b) Diethyl ether (c) Methyl alcohol (d) Ethyl alcohol Ether is formed when ethyl alcohol is heated with conc. H 2 SO 4 . The conditions are [KCET 1984] (a) Excess of H 2 SO 4 and 170 o C (b) (c) Excess of C 2 H 5 OH and 180 o C Excess of C 2 H 5 OH and 140 o C (d) Excess of conc. H 2 SO 4 and 100 o C

53.

When a mixture of ethanol and methanol is heated in the presence of concentrated H 2 SO 4 , the resulting organic product or products is/are[Manipal (a) (c)

CH 3 OC 2 H 5 CH 3 OC 2 H 5 and CH 3 OCH 3
(b) Sodium alkoxide

(b) (d)

CH 3 OCH 3 and C 2 H 5 OC 2 H 5 CH 3 OC 2 H 5 , CH 3 OCH 3 and C 2 H 5 OC 2 H 5

[Tamil Nadu CET 2001]

54. 55.

The reagent used for the preparation of higher ether from halogenated ethers is (a) conc. H 2 SO 4 (c) Dry silver oxide In Williamsons synthesis, ethoxyethane is prepared by (a) Passing ethanol over heated alumina (c) Ethyl alcohol with sulphuric acid Ethyl chloride is converted into diethyl ether by

(d) Grignard reagent

[MP PMT 1995]

(b) Sodium ethoxide with ethyl bromide (d) Ethyl iodide and dry silver oxide
[CBSE 1999; CPMT 1999; BHU 2000]

56.

(a) Wurtz synthesis

(b) Grignard reaction

(c) Perkins reaction

heat

(d) Williamsons synthesis

[IIT 1995]

57.

The products formed in the following reaction C6 H 5 O CH 3 + HI are (a) (c)

C6 H 5 I and CH 3 OH C6 H 5 CH 3 and HOI

(b)

C6 H 5 OH and CH 3 I
(d)

C6 H 6 and CH 3 OI
[DPMT 1985]

58. 59. 60.

Structure of diethyl ether is confirmed by (a) Kolbes synthesis (b) Franklands synthesis

(c) Wurtzs synthesis

(d) Williamsons synthesis

[CPMT 1990]

The reaction, Sodium alkoxide + alkyl halide Ether + sodium halide is called (a) Wurtz reaction (b) Kolbes reaction (c) Williamsons synthesis Which of the following pairs of reagents will not form ether (a)

(d) Perkins reaction

C 2 H 5 Br + CH 3 COONa

(b)

C 2 H 5 Br + C 2 H 5 ONa

(c)

C 2 H 5 Br + (CH 3 )2 CHONa (d) (CH 3 )2 CHBr + CH 3 ONa

61. 62.

When vapours of alcohol are passed under pressure over heated Al 2 O3 at 250 o C , the product obtained is (a) Dimethyl ether (a) (b) Ethyl methyl ether (b) (c) Diethyl ether (c) (d) None of these (d) None of these Ethanol reacts diazomethane to produce

CH 3 O CH 3

C 2 H 5 O CH 3

C2 H 5 O C2 H 5

Advance Level
63.
To prepare phenyl t-butyl ether, best synthesis is (a) (c)

ONa + (CH3)3CCl
Hg (OAc )2 NaBH CH 2 = C(CH 3 )2 4 OH

(b)

Br + (CH3)3CONa

(d) None is suitable

64.

Which route provides a better synthesis of ether CH2Br CH2 O

Br
+ CH 3 CH CH 2 CH 3 ,
I |

O
+ CH 3 CH CH 2 CH 3 II (c) Of equal importance
H O+ CH Br BH .THF
|

65.

(a) I (b) II Consider the following synthesis

2 I : 4

(d) None of these

CH Br

Hg (OAc )

NaBH

CH 3 OH

Na 3 3 II :

Na 3 3 III : H 2 O 2 / OH

CH 3
|

CH 3
| |

This change CH 3 CH CH = CH 2 CH 3 CH CH CH 3 can be made by using

OCH 3
(a) I, II and III (b) I and II (c) I and III (d) I only (d) I and II
+

66. 67.

To convert CH 3 CH = CH 2 into CH 3 CH 2 CH 2 OCH 3 , process given above (a) I (b) II (c) III Which of the following reactions can be used for the preparation of tert. butylmethyl ether (a) (c)

CH 3 Br + (CH 3 )3 C O N a
(CH 3 )3 COH + CH 3 Cl

(b) (CH 3 )3 CCl + CH 3 O N a (d) (CH 3 )3 CCl + CH 3 OH

Physical properties of ethers Basic Level

68.
An ether is more volatile than an alcohol having the same molecular formula. This is due to
[AIEEE 2003]

(a) Dipolar character of ethers (b) (c) Inter-molecular hydrogen bonding in ethers

Alcohols having resonance structures (d) Inter-molecular hydrogen binding in alcohols

[BVP 2002]

69. 70. 71. 72. 73. 74.

Ether which is liquid at room temperature is (a) C 2 H 5 OCH 3 (b) CH 3 OCH 3

(c)

C 2 H 5 OC 2 H 5

(d) None of these (d) Water (d) Nearly same (d)

The compound which has lowest boiling point among the following is (a) Diethyl ether (b) Ethanol (c) Methanol The boiling point of thio ether are . Than those of ethers (a) Higher (b) Lower (c) Equal Inter-molecular hydrogen bonding is not present in (b) C 2 H 5 OH (c) CH 3 OCH 3 (a) CH 3 COOH

C 2 H 5 NH 2

Ether form peroxide in contact with air and light and it may cause explosion, since the boiling point of peroxide is (a) Equal to ether (b) Lower than ether (c) Higher than ether (d) None of these Ether is always purified before distillation because (a) It is very poisonous (b) It is converted into explosive peroxide (c) Both (a) and (b) (d) None of these

Chemical properties of ethers Basic Level

75. 76. 77. 78. 79. 80. 81. 82. 83.
Oxygen atom in ether is (a) Very active (b) Replaceable Acetyl chloride does not react with (a) Diethyl ether (b) Aniline Diethyl ether can be decomposed by heating with (a) HI (b) NaOH At 0 C diethyl ether reacts with gaseous HI to form (a) C 2 H 5 I + H 2 O (b) C 2 H 5 I + CH 3 OH The ether that undergoes electrophilic substitution reactions is (a) CH 3 OC 2 H 5 (b) C6 H 5 OCH 3
o

[MP PMT/PET 1988]

(c) Comparatively inert (c) Phenol (c) Water

(d) Active
[MNR 1995]

(d) Ethanol
[CPMT 1980, 81, 89]

(d)

KMnO 4
[MP PMT 1989]

(c) (c)

C 2 H 5 I + C 2 H 5 OH CH 3 OCH 3

(d) Only C 2 H 5 I
[JIPMER 2001]

(d)

C 2 H 5 OC 2 H 5
[MP PET 1997]

Methyl-terbutyl ether on heating with HI of one molar concentration gives (a) CH 3 I + (CH 3 )3 COH (b) CH 3 OH + (CH 3 )3 CI (c) CH 3 I + (CH 3 )3 Cl When ether is exposed in air for sometime an explosive substance produced is (a) Peroxide (b) TNT (c) Oxide
Red P In this reaction C 2 H 5 OC 2 H 5 + 4 [H ] + HI 2 X + H 2 O , X is

(d) None of these

[RPMT 2002;CPMT 1996]

(d) Superoxide
[MP PMT 2002]

(a) Ethane (b) Ethylene (c) Butane Which of the following is obtained when C 2 H 5 OC 2 H 5 is heated with conc. H 2 SO 4 (a)

(d) Propane
[CPMT 1996]

CH 2 = CH 2

(b)

C 2 H 5 OH

(c) (c) (b) (d)

C 2 H 5 SO 4 H CH 3 COOH CH 3 I and H 2 O CH 3 I and HCHO

(d) (d)

CH 3 CH 2 CH 2 CH 3
[CBSE PMT 1994]

84. 85.

The compound which does not react with sodium is (b) CH 3 O CH 3 (a) C 2 H 5 OH Dimethyl ether when heated with excess HI gives (a) CH 3 I and CH 3 OH (c)

CH 3 CHOH CH 3
[CPMT 1996; IIT 1983]

C 2 H 6 + CH 3 I and CH 3 OH

86.

87.

88.

Diethyl ether absorbs oxygen to form (a) Red coloured sweet smelling compound (c) Ether suboxide Which of the following statements about ethers are correct (a) Peroxide is obtained in the presence of air (c) Ethers forms oxonium salts An ethers reacts with H 2 SO 4 to form a/an

[DPMT 1984]

(b) Acetic acid (d) Ether peroxide (b) Ethers are weakly acidic (d) Ethers form stable complexes with Lewis acids

89.

(a) Alkyl free radical (b) Zwitter ion (c) Oxonium ion Acetic anhydride reacts with diethyl ether in the presence of anhydrous AlCl3 to give (a)

(d) Oxy anion (d)

CH 3 COOCH 3

(b)

CH 3 CH 2 COOCH 3

(c)

CH 3 COOCH 2 CH 3

CH 3 CH 2 OH

90. 91.

Ether can be freed from peroxide by shaking with (a) Ferrous salt solution (b) Copper sulphate solution

(c) Ferric salt solution

(d) None of these

Ethers in contact with air for a long time form peroxides. The presence of peroxide can be tested by adding Fe 2 + ions followed by the addition of (a) KCNS (b)

SnCl 2

(c)

HgCl 2

(d) KI

92. 93. 94. 95. 96.

Diethyl ether does not react with (a) Sulphuric acid (a) Oxides (a) Ethyl propanoate (a) Propionic acid (b) Hydrochloric acid (b) Peroxides (b) Acetic acid (b) Acetic acid (c) Hydroiodic acid (c) Alcohols (c) Carbon dioxide (c) Ethyl hydrogen sulphate (d) Acetic acid (d) Ketones (d) Acetone (d) Ethyl alcohol Ethers are not distilled to dryness for fear of explosion. This is due to formation of Diethyl ether combines with CO under specific conditions to form When diethyl ether is heated with excess of sulphuric acid, it forms Ether on heating with acetyl chloride in presence of anhydrous ZnCl 2 gives (a) Ethyl alcohol (c) Ethyl acetate (b) Ethyl chloride (d) Ethyl chloride and ethyl acetate

97.

Formation of peroxide in ether can be prevented by (a) By adding small amount of Cu 2 O (c) Distilling with conc. H 2 SO 4 (b) Shaking with ferrous salt solution (d) All of the above

98. 99.

When diethyl ether is treated with chlorine in dark, it forms (a) Perchloro diethyl ether (b) Ethyl chloride (c) Acetyl chloride (d) 1, 1-dichloro ether

CH 2 CH 2 + LiAlH 4 ( A) , (A) is O
(a)

CH 3 CHO
H+

(b)

CH 3 CH 2 OH

(c)

CH 2 = CH 2

(d)

CH 2 OH CH 2 OH

100.

H 2O CH 3 MgI + ....... Propanol-1. The missing reagent is

(a) HCHO

(b)

C 2 H 5 OH

(c)

C 2 H 5 Cl

(d) Ethylene oxide

101.

The hybrid state of central oxygen atom in ether is (a)

sp 2

(b)

sp 3

(c) sp

(d)

sp 3 d

102. 103.

According to Lewis concept of acids and bases, ethers are (a) Neutral (b) Acidic (c) Basic (d) Amphoteric Complete combustion of ether gives (a)

C 2 H 5 OH

(b)

CO 2 and H 2 O

(c)

C2 H 4

(d)

C2H 2

104.

Which is correct (a) (c)

CH 3 O C 2 H 5 + HI C 2 H 5 I + CH 3 OH CH 3 O C 2 H 5 + HI 2 C 2 H 5 OH + H 2 O

(b) (d)

CH 3 O C 2 H 5 + HI 2 CH 3 I + H 2 O CH 3 O C 2 H 5 + HI CH 3 I + C 2 H 5 OH

105.

When an ether is treated with P2 S 5 , it gives (a) Thio-alcohol (b) Thio-ether (c) Thio-ester (d) Thio-acetal

106.

When diethyl ether is treated with chlorine in presence of sun light, it forms (a)

C 2 H 5 Cl

(b)

C2H6

(c)

CH 3 COCl

(d) (C 2 Cl 5 ) 2 O

107.

Which of the following reactions gives an oxonium salt (a) Ethyl alcohol + sodium metal (c) Tertiary amine + alkyl halide (b) Diethyl ether + hydrochloric acid (d) Nitromethane + sodium metal

Advance Level
108.
Decreasing order of reactivity of following alkyl halides in the Williamsons ether synthesis is (CH 3 ) 3 CCH 2 Br (A), (a) B > D > C > A
conc. HI

ClCH 2 CH = CH 2 (B),
(b) A > B > C > D
anhydrous HI

ClCH 2 CH 2 CH 3 (C),
(c) D > C > B > A

BrCH 2 CH 2 CH 3 (D)
(d) C > D > B > A

109.

B (mix ) (CH 3 ) 3 COCH 3 A (mix )

(a) A and B are identical mixture of CH 3 I and (CH 3 ) 3 COH (b) A and B are identical mixture of (CH 3 ) 3 Cl and CH 3 OH (c) A is a mixture of CH 3 I and (CH 3 ) 3 COH and B is a mixture of CH 3 OH and (CH 3 ) 3 Cl (d) A is a mixture of CH 3 OH and (CH 3 ) 3 Cl and B is a mixture of CH 3 I and (CH 3 ) 3 COH

110.

The mixture of ethanol and sulphuric acid is heated in a closed flask at 140 o C . The flask would then contain (a) (b) (c) (d)

H 2 SO 4 and C 2 H 5 OC 2 H 5 only H 2 O , H 2 SO 4 and C 2 H 5 HSO 4 only H 2 O , C 2 H 5 HSO 4 , C 2 H 5 OC 2 H 5 and H 2 SO 4 H 2 O , C 2 H 5 OC 2 H 5 , C 2 H 5 HSO 4 , H 2 SO 4 and C 2 H 5 OH only

111.

The ether

O CH2 CH2I

when treated with HI to produces

[IIT 1999]

CH2OH (II)
(b) I and III

I (III) (IV)
(c) I, II and III

OH

(I)
(a) I and II

(d) All of the above

[SCRA 2001]

112.

An organic compound of molecular formula C 4 H 10 O does not react with sodium. With excess of HI, it gives only one type of alkyl halide. The compound is (a) Ethoxyethane (b) 2-Methoxypropane (c) 1-Methoxypropane
HBr NaOH (aq ) Na

(d) 1-Butanol

113.

CH 3 I The product (D) in the following sequence of reactions is C 2 H 4 ( A) (B) (C ) (D)

(a) Butane

(b) Ethane

(c) Propane

(d) Ethyl methyl ether

Uses of ethers Basic Level

114. 115.
Ether can be used (a) As a general anaesthetic
[CPMT 1982]

(b) As a refrigerant

(c) In perfumery

(d) All of the above

Indicate the incorrect statement (a) Diethyl ether is used as anesthetic (c) Diethyl ether is an inert compound

(b) Diethyl ether is used as a fuel (d) Diethyl ether is insoluble in water (d) Ethanolp

116.

The compound which is mixed with alcohol to get a substitute for petrol is (a) Acetaldehyde (b) Diethyl ether (c) Propanol

Answer Sheet
Basic and Advance Level

Answer Sheet
Basic and Advance Level

*** ***