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ORGANIC

CHEMISTRY
Crash Course
JEE Main 2020

EXERCISE SHEET

ALCOHOL, PHENOL, ETHER

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ALCOHOL PHENOL AND ETHER

Exercise # 1 [Single Correct Choice Type Questions]


1. In the following reaction sequence
aq.H 2 SO 4 1.CH 3 MgI
Ph – C  CH  2+
 A  B
Hg 2.H O 2

the product (B) is :

Ph CH3

(A) PhCOCH3 (B) PhCH2CHOHCH3 (C) C (D) PhCH2COCH3

CH3 OH
2. Consider the following reaction.
O16

IA
16 +
H
CH3 – C – O18 –C 2H 5 + H 2O  
Heat
The products formed in the reaction are
O16 O16

D
(A) CH3 – C – O16 H and C2H5O18H (B) CH3 – C – O18 H and C2H5O16H
O16 O18

3.
(C) CH3 – C – O16 H and C2H5O16H
Consider the following reaction sequence,
N (D) CH3 – C – O18 H and C2H5O18H
SI
O
1.CH 3 MgI POCl 3
  A  B
2.H 2 O Pyridine,0°C

The product (B) is-


O

CH3 CH3 CH2 CH3


(A) Cl (B) OPOCl2 (C) (D)
O

4. Consider the following reaction sequence


dil.KMnO 4 PCl5
CH2 = CH2  A  B
ET

cold excess

The products (A) and (B) are, respectively :


(A) CH3CH2OH and CH3CH2Cl (B) CH3CHO and CH3CHCl2
(C) CH2OH CH2OH and CH2ClCH2Cl (D) CH2OHCH2OH and CH2OHCH2Cl

5. Consider the following chlorides :

CH2Cl ; CH3 CH2Cl

(A) (B)

CH3O CH2Cl ; O2N CH2Cl

(C) (D)
The order of reactivity of A, B, C and D towards hydrolysis by SN1 mechanism is :
(A) A < B < C < D (B) D < C < B < A (C) D < A < B < C (D) C < B < A < D

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ALCOHOL PHENOL AND ETHER

6. Propene is allowed to react with m-chloroperoxobenzoic acid. The product (A) is then reduced with LiAlH4 in dry
ether to give (B).
MCPBA 1. LiAlH 4
CH 3 CH = CH 2   A  +
B
2. H 3O

The structure of the product (B) is:


(A) CH3CHOHCH2OH (B) CH3CH2CH2OH (C) CH3CHOHCH3 (D) CH3–CH– CH 2
O
7. 2-Phenylethanol may be prepared by the reaction of phenylmagnesium bromide with :

(A) HCHO (B) CH3CHO (C) CH3COCH3 (D)


O
8. In the reaction

Cl dry ether
CH2Br + CH3CHO + Mg  H 3O +
  A  B

IA
the product (B) is :

(A) CH3CH CH2Br (B) Cl CH2CHCH3

D
OH OH

(C) CH3–CH CH2CHCH3 (D) CH2=CH CH2Br

9.
OH OH
N
The reaction of 1 mol each of p-hydroxyacetophenone and methyl magnesium iodide will give :
SI
(A) CH4 + IMgO COCH 3 (B) CH3O COCH3

OMgI MgI
O

(C) H3 C C OH (D) CH3 O COCH3

CH3
O

10. The product obtained in the reaction ? is :


ET

CH2 C O
(A) RCH CH2 (B) R CH HC R
O C CH2
O C= O
O
(C) RCH = CHCOOH (D) None of these

11. The final product in the reaction is :


Ph—OH + CCl4  KOH product
(A) Salicyl aldehyde (B) Salicylic acid (C) Methyl salicylate (D) Benzyl chloride

12. In the reaction of phenol with CHCl3 and aqueous NaOH at 70°C, the electrophile attacking the ring is :

(A) CHCl3 (B) C HCl2 
(C) CCl (D) COCl2
2

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ALCOHOL PHENOL AND ETHER

13. The final product obtained in the reaction is :

H 3C OCH 3 + HBr

(A) CH 3 OH (B) CH3 Br

(C) CH3 O CH3 (D) None of these


14. The acidity of the compounds RCOOH, H2CO3, C6H5OH, ROH decreases in the order :
(A) RCOOH > H2CO3 > C6H5OH > ROH (B) C6H5OH > RCOOH > H2CO3 > ROH
(C) ROH > C6H5OH > RCOOH > H2CO3 (D) H2CO3 > RCOOH > C6H5OH > ROH
15. Arrange the following in order of decreasing acidic strength. p- nitrophenol (I), p-cresol (II), m-cresol (III), phenol

IA
(IV) :
(A) I > IV > III > II (B) IV > III > II > I (C) I > III > II > IV (D) III > II > I > IV
16. The conversion
O OH

D
CH3 C CH2CH2 CO2CH3 CH3 CH CH2CH2 CO2CH3
(A) LiAlH4 and then H+ (B) NaBH4 and then H+

17.
(C) H2/ Carbon
Identify the final product of the reaction :
+
N (D) None of these
SI
H3O
CH3MgBr + CH2 CH2 ?

O
O

(A) CH3OH (B) CH3CH2OH (C) (D) CH3CH2CH2OH


18. For the cleavage of ethers by halogen acids, the order of reactivity of halogen acids is :
(A) HI > HBr > HCl (B) HBr > HI > HCl
O

(C) HCl > HBr > HI (D) Ethers do not undergo cleavage
19. Consider the following reactions :
ET

dil.KMnO 4 (CH3COO)4Pb
A B
Cold
The product (B) is
OH CH3COO O O

(A) (B) (C) (D)

O O
OH CH3COO
20. Decreasing order of relative nucleophilicity of the following nucleophiles in protic solvent is -

, , , ,H2O

(A) > > H2O > > (B) > > > > H2O

(C) > > > H2O > (D) > > > > H2O

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ALCOHOL PHENOL AND ETHER

21. The best leaving group is :


O O O
O
O—
— S —O O—
—S —O O—
— S —O
O—
— S —O
(A) (B) (C) (D)

NO2 Br CH3
22. The correct order of reactivity of following alcohols towards conc.HCl/ZnCl2 is :

Ph OH
OH OH OH
I II III IV

(A) I > II > III > IV (B) I > III > II > IV (C) IV > III > II > I (D) IV > III > I > II

IA
23. Which one of the following will be most reactive for SN1 reaction ?

OH OH OH OH
| | | |
(A) CH (B) C6H5–CH–C6H5 (C) CH3– C– CH3 (D) C
|

D
CH3
24. Which describes the best stereochemical aspects of the following reaction ?

Ph
CH3

OH
Et  H–Br
N
 Product
SI
(A) Inversion of configuration occurs at the carbon undergoing substitution.
(B) Retention of configuration occurs at the carbon undergoing substitution.
(C) Racemization occurs at the carbon undergoing substitution.
(D) The carbon undergoing substitution is not stereogenic.
O

CH3

25. D HI Product
O

OH
Identify the major product :
CH3
ET

D I
I D
(A) (B) I (C) (D) D
D I

SOCl
2
26.   Product
O pyridine, Δ
(X)
CH2OH
Product of the above reaction is :

(A) (B) (C) (D)

CH3
PCl
27. H OH 
5
 X ; (X) is

C2H5
(D-2-Butanol)

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ALCOHOL PHENOL AND ETHER

(A) S-2-Chlorobutane (B) R - 2-Chlorobutane


(C) Mixture of R and S 2-Chlorobutane (D) 1-Chlorobutane

PBr
3
28.    (X) , X is : (X)

(A) (B) (C) (D)

H
|
C SOCl2  Product
29. H5C6 OH 
CH3

IA
Identify the product
H H H H
| | | |
C C C C
(A) H5C6 Cl (B) Cl C6H5 (C) HS C6H5 (D) H5 C6 SH

D
CH3 CH3 CH3 CH3
30. Consider the following reaction.
OH
|
N SOCl2 
CH3 – CH 2 – CH – CH 3 
Cl
|
CH3 – CH2 – CH – CH3
SI
ether
In the above reaction which phenomenon will take place :
(A) Inversion (B) Retention (C) Racemisation (D) Isomerisation
O

HCl/Δ
31. In the given reaction : CH3 – CH2 – CH2 – O – CH2 – CH3   [X] + [Y]
[X] and [Y] will respectively be :
O

(A) CH3–CH2 –CH2OH & CH3–CH2 –Cl (B) CH3–CH2–CH2–Cl & CH3–CH2–OH
(C) CH3–CH2–CH2–Cl & CH2=CH2 (D) CH3–CH=CH2 & CH2=CH2
ET

– +
CH3 EtO K /EtOH
X
|
32. CH3 – C – CH2
O +
Y
EtOH/H
The product X and Y are respectively :
CH3 CH3 CH3 CH3
| | | |
(A) CH3 – C – CH2 OCH2CH3 & CH3 – C – CH2OH (B) CH3 – C – CH2OH & CH3 – C – CH2 OCH2CH3
| | | |
OH OCH2CH3 OCH2CH3 OH

CH3 CH3 CH3 CH3


| | | |
(C) CH3 – C – CH2OH & CH3 – C – CH2 OCH2CH3 (D) CH3 – C – CH2 OCH2CH3 & CH3 – C – CH2OH
| | | |
OH OH OH OH

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33. The relative rate of acid catalysed dehydration of following alcohols would be,
CH3 CH3
| |
CH – CH – CH3 CH – CH2 – CH2 – OH
|
OH
I II
CH3 CH3
| |
C – CH2 – CH3 C – CH2OH
| |
OH CH3

III IV
(A) III > I > IV > II (B) III >IV > I > II (C) I > III > IV > II (D) III > IV > I > II

IA
34. H SO 4
2  

D
In the above reaction the major product is shown, which is formed through the intermediate (carbocation) given below
(q)

(p) H

(s)
(r)
N
SI
Which bond will migrate to form the above product ?
(A) p (B) q (C) r (D) s
O

Conc. H2SO4
35. Major product is :
O

(A) (B) (C) (D)


ET

OH OH
HBr HBr
36.   (A) ,   (B)
Δ Δ
CH2OH OCH3
The product (A) and (B) are respectively :

OH OH OH OH

(A) & (B) &


CH2Br OH CH2Br Br

OH Br Br Br

(C) & (D) &


CH2Br Br CH2OH OCH3

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ALCOHOL PHENOL AND ETHER

CH(Me)Cl
Ether
SOCl2
37. CH(Me)OH CH(Me)OSOCl (X)
–HCl
[R] C5H5N
CH(Me)Cl
(Y)
Which configuration will be adopted by X and Y respectively :
(A) R, R (B) R, S (C) S, S (D) S, R
38. When (1R, 2R)-1, 2-Dibromo-1, 2-diphenyl ethane is treated with alcoholic solution of KOH, the most probable
product would be :
(A) trans-1, 2-diphenyl ethene (B) A mixture of cis, trans alkenyl bromide
(C) cis-alkenyl bromide (D) trans-alkenyl bromide

IA
CH3
|
H3PO4 Fractional
39. CH3 – CH2 – C – CH – CD3   Total no. of alkenes (X)  No. of Fractions obtained (Y)
| |  distilation
CH3 OH

D
X and Y are :
(A) 6 ,6 (B) 9, 5 (C) 9, 6 (D) 6, 4
40. Number of fractions on fractional distillation of solvolysis in ethanol of 1-chlorobut-2-ene is :

41.
(A) 1

CH3CH2OH + HCl
ZnCl2
(B) 2

CH3CH2Cl + H2O
N (C) 3 (D) 4
SI
In the above reaction, the leaving group is :

(A) (B) H2O (C) (D)


O

NaOH(aq.)
42. Cl–CH2CH2CH2CH2OH    A, the product A is :
O

(A) HO–CH2CH2CH2CH2OH (B)

(C) Cl–CH2–CH–CH2–CH2OH (D) ClCH2CH2CH2CH2ONa


ET

OH
43. Which of the following reactions is the best choice for preparing methyl cyclohexyl ether ?

(A) + CH3I  (B) + CH3ONa 

(C) + CH3I  (D) + CH3OH 

44. Which of the following statements are correct for the given alcohol ?
X –
R – OH  R – X + OH
– – –
(A) Reaction will not take place because OH is poor leaving group ; X is weak base and OH is strong base
– – –
(B) Reaction will not take place because OH is poor leaving group ; X is strong base and OH is weak base.

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– – –
(C) Reaction will not take place because OH is strong leaving group ; X is strong base and OH is weak base.
– – –
(D) Reaction will not take place because OH is good leaving group ; X is weak base and OH is strong base.

45. Consider the following reactions carried out at the same temperature.

(I) (II)

Which of the following statements is correct about these reactions.


(A) Both the reactions take place at the same rate
(B) The first reaction takes place faster than second reaction.
(C) The second reaction takes place faster than first reaction.
(D) Both the reactions take place by SN1 mechanism

IA
CH2OH
TsCl 80°C
46.  (A)   (B) 84%, final product (B) is :
OH 
Pyridine
0°C

D
47.
(A) (B) N (C)

Which of the following does not represent the correct product


(D)
SI
H3C CH3 CH3
+
Ag+ H
(A) CH3 –C– C–CH3 CH3–C–C–CH3 (B) CH3–CH–CH–CH3 CH 3–C–CH 2–CH 3
O

HO Br O CH3 HO OH O

Ph Ph Ph H3 C CH3 CH3
O

+
H NaNO2
(C) CH3–C–C–CH3 Ph–C–C–CH3 (D) CH3–C–C–CH3 CH3 –C–C–CH3
HCl
HO OH O CH3 HO NH2 O CH3
ET

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Exercise # 2 Part # I [Previous Year Questions] [AIEEE/JEE-MAIN]

1. Among the following compound which can be dehydrated very easily is : [AIEEE-2004]
H3C H3C

(1) (2)
OH H3C OH
CH3
OH

(3) (4)
H3C CH3 H3C CH3
OH

2. The decreasing order of nucleophilicity among the nucleophiles : [AIEEE-2005]


O

IA
|| -
(A) CH3C – O - (B) CH 3O (C) CN  (D) H3C S–O
|| ||
O O
(1) (C), (B), (A), (D) (2) (B), (C), (A), (D) (3) (D), (C), (B), (A) (4) (A), (B), (C), (D)

D
3. (I) 1, 2 - Dihydroxy benzene [IIT-JEE 2006]
(II) 1, 3- Dihydroxy benzene
(III) 1, 4-Dihydroxy benzene
(IV) Hydroxy benzene
N
The increasing order of boiling points of the above mentioned alcohols is -
SI
(1) I < II < III < IV (2) I < II < IV < III (3) IV < I < II < III (4) IV < II < I < III

4. Which one of the following reagents is used in the following reaction ? [JEE 2007]
OH ONa OH
O

CHO CHO
aq. HCl
[1]
Intermediate
O

CH3 CH3 CH3


(I) (II) (III)
ET

(1) aq. NaOH + CH3Cl (2) aq. NaOH + CH2Cl2 (3) aq. NaOH + CHCl3 (4) aq. NaOH + CCl4
OH

NaOH(aq.)/Br 2
5. In the reaction the intermediate (s) is / are : [IIT 2010]

O
Br

(1) (2) (3) (4)

Br Br Br
Br Br
6. The main product of the following reaction is :
[AIEEE-2010]
conc. H 2SO 4
C6H5CH2CH(OH)CH(CH3)2   

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H5 C6 H C6 H5CH2 CH3
(1) C C (2) C C
H CH(CH3)2 H CH3
C6 H5 CH(CH3)2 H5C 6CH2CH2
(3) C C (4) C CH2
H H H3C

7. From amongst the following alcohols the one that would react fastest with conc. HCl and anhydrous ZnCl2, is
[AIEEE-2010]
(1) 2-Butanol (2) 2-Methylpropan-2-ol (3) 2-Methylpropanol (4) 1-Butanol
8. Consider thiol anion (RS) and alkoxy anion (RO). Which of the following statements is correct ? [AIEEE-2011]
(1) RS is less basic but more nucleophilic than RO.
(2) RS is more basic and more nucleophilic than RO.
(3) RS is more basic but less nucleophilic than RO.
(4) RS is less basic and less nucleophilic than RO.

IA
9. An unknown alcohol is treated with the “Lucas reagent” to determine whether the alcohol is primary, secondary or
tertiary. Which alcohol reacts fastest and by what mechanism : (JEE (Mains) 2013)
(1) secondary alcohol by SN1 (2) tertiary alcohol by SN1

D
(3) secondary alcohol by SN2 (4) tertiary alcohol by SN2

10. The most suitable reagent for the conversion of R – CH2 – OH  R – CHO is : [IIT 2014]
(1) CrO3 (2) PCC (Pyridinium Chlorochromate)

11.
(3) KMnO4
The product of the reaction given below is :
N(4) K2Cr2O7
SI
O
O

(1) (2) (3) (4)

12. Phenol on treatment with CO2 in the presence of NaOH followed by acidification produces compound X as the major
ET

product. X on treatment with (CH3CO)2 O in the presence of catalytic amount of H2SO4 produces :
(JEE (Mains) 2018)

CO 2H
O

O O
O CH3
O C
CH3
O O CH3
OH
CO2H
(1) (2) (3) (4)
O CH3
CO2H
O
CO2H

13. Phenol reacts with methyl chloroformate in the presence of NaOH to form product A. A reacts with Br2 to form
product B. A and B are respectively : (JEE (Mains) 2018)

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O O O O
O O O O
O and O
O and O
(1) (2)
Br
Br

OH OH Br
OH OH
and and
(3) OCH3 OCH3 (4) OCH3 OCH3
O O
Br O O

14. The major product of the following reaction is : 16. The major product of the following reaction is :
O
(JEE (Mains) 2019) LiAlH 4
HI ( excess )
CH3 CH = CHCO2 CH 3 ¾¾ ¾¾ ®
¾¾¾¾® D

IA
NC O (1) CH3CH2CH2CHO (JEE (Mains) 2019)

OH I (2) CH3CH = CHCH2OH


(1) (2) (3) CH3CH2CH2CO2CH3

D
NC I NC OH (4) CH3CH2CH2CH2OH
OH I

(3)
NC OH
(4)
NC I
N
SI
15. The major product of the following reaction is: 17. The major product of the following reactions:
O (JEE (Mains) 2019) OCH3 (JEE (Mains) 2019)
Br
O

¾¾¾¾
NaBH 4
®
MeOH,25ºC ¾¾¾¾¾¾
Conc HBr (excess)
heat
®
OH
O

CH=CH2
OMe
OH Br
(1)
ET

(1) (2)
OH
Br CH2CH2Br CH2CH 2Br
(2) Br OH
(3) (4)
OMe

(3)
Br–CHCH3 Br–CHCH 3

O
(4)

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OH
18. CH3CH2 –C–CH3 cannot be prepared by :
21. The major product of the following reaction is:
Ph (JEE (Mains) 2019) (JEE (Mains) 2019)
O CH3
(1) HCHO + PhCH(CH3)CH2MgX (i) dil. HCl/D
(2) PhCOCH2CH3 + CH3MgX O (ii) (COOH)2/
CH3O OH
Polymerisation
(3) PhCOCH3 + CH3CH2MgX
(4) CH3CH2COCH3 + PhMgX O
O O
(1) n
O
19. The major product of the following reaction OCOCH 3

IA
is :- (JEE (Mains) 2019) O
O O
HO (1)
1) n
(2) O
(2) AlCl3 (Anhyd.)

D
OCH3
Cl HO O
(1) (2) O
N O
n
(3) O
Cl HO
SI
(3) (4) OH
O
O O
Ans. (2) (4) n
O
O

OH
20. Which is the most suitable reagent for the
following transformation ? (JEE (Mains) 2019)
O

OH
CH3–CH=CH–CH2–CH–CH3 ¾¾®
ET

CH3–CH=CH–CH2CO2H
(1) alkaline KMnO4 (2)I
2 2/NaOH
(3)Tollen's
3 reagent (4)CrO
4 2/CS2

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Part # II [Previous Year Questions][IIT-JEE ADVANCED]


1. On acid catalysed hydration, 2-phenyl propene gives : [IIT-2004]
(A) 3-phenyl-2-propanol (B) 2-phenyl-1-propanol
(C) 1-phenyl-3-propanol (D) 2-phenyl-2-propanol
2. Conversion of cyclohexanol into cyclohexene is most effective in : [IIT-2005]
(A) concentrated H3PO4 (B) concentrated HCl
(C) concentrated HCl / ZnCl2 (D) concentrated HBr
3. Carry out following conversion in four or less steps. Also mention all the reagents used and reaction conditions.

NO2 NO2

[IIT-2004]

IA
OH
15
4. An organic compound P(C5H10O) reacts 10 times faster than ethylene with dilute H2SO4 to give two products Q and
R. Both Q and R give positive iodoform test. Identify P, Q and R and also give reason for very high reactivity of P.
[IIT-2004]

D
O
OH
1. O3 NaOH
5. (X) (Y)

Identify (X) and (Y).


2. Zn/CH3COOH N [IIT-2004]
SI
6. Phenyl magnesium bromide reacting with t-Butyl alcohol gives [IIT - 2005]

(A) Ph – OH (B) Ph – H (C) (D)


O

7. Statement-1: p-Hydroxybenzoic acid has a lower boiling point than o-hydroxybenzoic acid. [IIT - 2007]
O

Statement-2 : o-Hydroxybenzoic acid has intramolecular hydrogen bonding.


(A) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for Statement-1.
(B) Statement-1 is True, Statement-2 is True; Statement-2 is NOT a correct explanation for Statement-1.
ET

(C) Statement-1 is True, Statement-2 is False.


(D) Statement-1 is False, Statement-2 is True.

HBr
8. In the reaction OCH3 the products are [JEE -2010]

(A) Br OCH3 and H2 (B) Br and CH3Br

(C) Br and CH3OH (D) OH and CH3Br

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ALCOHOL PHENOL AND ETHER

9. In the following reaction, the products (s) formed is (are) [JEE Advanced 2013]
OH

CHCl3
?
OH

CH3
OH O OH OH
OHC CHO CHO

(A) (B) (C) (D)

CH3 H 3C CHCl2 H 3C CHCl2 CH3

IA
10. The correct combination of names for isomeric alcohols with molecular formula C4H10O is/are
(A) tert- butanol and 2-methylpropan -2-ol [JEE Advanced 2014]
(B) tert-butanol and 1, 1-dimethylethan-1-ol
(C) n-butanol and butan-1-ol

D
(D) isobutyl alcohol and 2-methylpropan -1-ol

11. Sodium phenoxide when heated with CO2 under pressure at 125ºC yields a product which on acetylation produces
C.
ONa
N [IIT-JEE 2014]
SI
125º B
+ CO2
5Atm Ac2O

The major product C would be :


O

OH
OH OCOCH3 OCOCH3 COCH3
COOCH3 COOH
O

(A) (B) (C) (D)


COOH COCH3
ET

12. The acidic hydrolysis of ether (X) shown below is fastest when, [JEE Advanced 2014]

acid
OR OH + ROH

(A) one phenyl group is replaced by a methyl group


(B) one phenyl group is replaced by a para-methoxyphenyl group
(C) two phenyl groups are replaced by two paramethoxyphenyl groups
(D) no structural change is made to X

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ALCOHOL PHENOL AND ETHER

13. In the following reactions Compound X is [IIT- JEE 2015]


Pd-BaSO4 i.B2H6
C8H6 C8H8 X
H2 ii. H2O2, NaOH, H2O

H2O
HgSO 4, H 2SO 4

i. EtMgBr, H2 O
C8H8O Y
O OH
OH
CHO
(A) CH3 (B) CH3 (C) (D)

14. The desired product X can be prepared by reacting the major product of the reaction in LIST-I with one or more

IA
appropriate reagents in LIST - II.
(given, order of migratory aptitude : aryl > alkyl > hydrogen) [JEE Advanced 2018]
O
Ph

D
OH
Ph
Me
X
LIST – I

HO
Ph
Ph N LIST – II
SI
Me
(P) + H2SO4 (1) I2 , NaOH
OH
Me
Ph
O

H2N
Ph H
(Q) + HNO2 (2) [Ag(NH3)2]OH
O

OH
Me
Ph
HO
ET

(R) Me + H2SO4 (3) Fehling solution


Ph
OH
Me
Ph
Br
Ph H
(S) + AgNO3 (4) HCHO, NaOH
OH
Me

(5) NaOBr
The correct option is
(A) P  1 ; Q  2, 3 ; R  1, 4 ; S  2, 4
(B) P  1, 5 ; Q  3, 4 ; R  4, 5 ; S  3
(C) P  1, 5 ; Q  3, 4 ; R  5 ; S  2, 4
(D) P  1, 5 ; Q  2, 3 ; R  1, 5 ; S  2, 3

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ALCOHOL PHENOL AND ETHER

ANSWER KEY

EXERCISE - 1
1. C 2. A 3. C 4. C 5. C 6. C 7. D 8. B 9. A 10. C 11. B 12. C 13.
A 14. A 15. A 16. B 17. D 18. A 19. C 20. B 21. A 22. C 23. D 24. C 25. A
26. A 27. B 28. A 29. A 30. B 31. A 32. A 33. A 34. B 35. C 36. A 37. B 38.
D 39. C 40. C 41. C 42. B 43. A 44. A 45. B 46. B 47. C

IA
EXERCISE - 2 : PART # I
1. 3 2. 2 3. 3 4. 3 5. 1, 2, 3 6. 1 7. 2 8. 1 9. 2 10. 2 11. 1 12. 4 13. 2
14. 3 15. 4 16. 2 17. 4 18. 1 19. 2 20. 2 21. 3

D
1. D 2. A
N
PART # II
SI
3.
O
O
ET

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ALCOHOL PHENOL AND ETHER

CH 2 O
4. (P) CH3 – CH2 – O – C – CH3 ; (Q) CH3CH2OH ; (R) CH3 – C – CH 3
When ethylene reacts with dil. H2SO4 CH3CH2 is produced during rate determining step, whereas P gives resonance
stabilized intermediate.

Due to extra stability of intermediate the rate of reaction is very fast.

IA
C
5. C CH2 CH2 H 6. B 7. D 8. D 9. B, D

CH3 CH2 CH2

D
(X) (Y)
10. A,C,D 11. C 12. C 13. C 14. D

N
SI
O
O
ET

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