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As you are proceeding for Deepawali Vacations, you are looking forward to free time, fun and
frolic with family and friends. I, on the behalf of my department, wish you all the joy and
happiness in this festival period.
Deepawali is a festival of lights. We lighten lamps to drive away the darkness of moonless
night of Deepawali. Do not forget, it is also a very crucial period for you when you can pull out
some time for your revision. Devote your mornings and afternoons to academics (self-study)
while evening should be reserved for pure enjoyment. Do not plan any study in evening
duration, just enjoy freely and have a good time if you have studied properly in the morning.
As you lighten the lamps of Deepawali, also lighten the lamp of knowledge in your heart. I am
offering you unlighted deepaks in the form of Chemistry problems. Lighten them with the fire
of your mind, and solve them all to celebrate true deepawali.
May your interest in your subject intensify. May you learn to work hard with consistency. May
you always maintain your focus. May you be true to yourself. May Ma Saraswati bless you
with all that is desirable. This is a blessing from my heart.
With affection,
Shishir Mittal,
VP(SW) and HoD (Chemistry),
Resonance.
ORGANIC CHEMISTRY
IUPAC NOMENCLATURE
Instruction :
1.
2.
3.
4.
2.
3.
(2)
5.
(4)
(1) 6
4.
(3)
(2) 7
(3) 5
(4) 8
(4) 1, 2
compound is :
6.
(1) 4-Methyl-2,6-dibromo-2-chloro-5-fluoroheptane
(2) 4-Methyl-2-chloro-2,6-dibromo-5-fluoroheptane
(3) 2,6-Dibromo-2-chloro-5-fluoro-4-methylheptane
(4) 4-Methyl-6-chloro-2,6-dibromo-3-fluoroheptane
7.
OCH3 NO2
Cl C C C Et
CH3 Br
(1) 2-Bromo-1-chloro-3-ethyl-2-methoxy-1-methyl-3-nitropropane
(2) 3-Bromo-2-chloro-3-methoxy-4-nitrohexane
(3) 3-Bromo-2-chloro-4-ethyl-3-methoxy-4-nitrobutane
(4) 4-Bromo-5-chloro-4-methoxy-3-nitrohexane
14
Page # 14
8.
In the structure
(2) CH CH3
|
Cl
(1) CH3
9.
(3) CH=CH2
(4) CH2CH2CH2CH3
NO2
4
3 2
1
(2) H3C C CH2 CH3
(1)
Br
7
2
(3) 1
10.
6
(4)
13.
14.
15.
16.
(2) 4-Bromo-5-ethenylhepta-1,3,6-triene
(4) 4-Bromo-3-ethylidenehepta-1,4,6-triene
12.
1
4
(1) 4-Bromo-5-ethylidenehepta-1,3,6-triene
(3) 4-Bromo-3-ethenylhepta-1,4,6-triene
11.
(2)
(3)
(4)
(2)
(3)
(2) 2-Ethyl-3-pentanone
(4) 2-Methyl-3-pentanone
(3) Propanol
(4) Propanal
15
Page # 15
17.
18.
(2)
(3)
(4)
is
(1) 4-Cyano-2-chlorocyclohex-5-enamide
(3) 4-Cyano-6-chlorocyclohex-2-enamide
19.
20.
IUPAC name of
is
(1) Methyl 2-aminopropanoate
(3) 2-aminomethylethane carboxylate
21.
(2) 2-aminomethylpropanoate
(4) Methyl 2-aminocyanoethane carboxylate
is :
IUPAC name of
is
23.
24.
IUPAC name of
(1) 1-Ethanoyloxyethane-1-sulphonic acid
(3) 2-Ethanoyloxyethane-1-sulphonic acid
is :
(2) 1-Ethanoyloxypropane-1-sulphonic acid.
(4) 3-Ethanoyloxy-1-sulphoethane
25.
OCCH2CH2CH3
O
(3)
COCH2CH2CH3
COCH2CH2CH3
(2)
O
(4)
COCH(CH3)2
16
Page # 16
26.
is :
27.
28.
(1) 4-Methyl-5-bromonitrobenzene
(3) 3-Bromo-4-methyl-1-nitrobenzene
29.
(2) 2-Bromo-1-methyl-4-nitrobenzene
(4) 1-Bromo-2-methyl-5-nitrobenzene
OCH3
(1) 2-Formyl-5-methoxynitrobenzene
(3) 4-Methoxy-2-nitrobenzaldehyde
30.
(2) 4-Formyl-3-nitroanisole
(4) 4-Methoxy-6-nitrobenzaldehyde
(2)
(3)
17
Page # 17
In position isomers :
(1) Nature of Functional group changed
(3) Position of multiple bond changed
2.
3.
4.
5.
6.
7.
(2) Metamers
(4) Homologues.
8.
9.
(4) 5
10.
11.
How many cyclic alcohols are possible with molecular formula C4H8O.
(1) 1
12.
(2) 2
(3) 3
(4) 4
Which can give only 3 monochloro structure isomers on reaction with chlorine in presence of light ?
(1) 2-Methyl propane
18
Page # 18
13.
(1) 2
14.
(2) 3
(4) 1
15.
(3) 4
(2)
(3)
(4)
16.
trichloroderivative on further
(4) CH3CH=CHCH3
product
Product of the above reaction gives black precipitate with :
(1) Cu2Cl2 + NH4OH
(4) 2, 4-DNP
17.
Ozonolysis of which unsaturated hydrocarbon of the following will give aldehyde and ketone both ?
(1) 2, 3-Dimethyl but-2-ene
(2) 1, 2, 3, 4-Tetramethylcyclopenta-1,3-diene
(3) But-2-yne
(4) 2-Methylbut-2-ene
18.
3
CH2=CHCH=CHCH3
Products.
Zn,H O
20.
(2) CH3CH=O
(4) CH3COOH
An organic compound C8H12 adds two moles of H2 per mole of hydrocarbon. It undergoes reductive
ozonolysis to give Butane-1,4-dial only. What is the structure of hydrocarbon ?
(1)
(2)
(3)
(4)
A hydrocarbon C9H16 consumes only mole of H2 in the presence of nickel as catalyst. On ozonolysis,
the hydrocarbon produces cyclohexanone and acetone. The hydrocarbon is
C
(1)
CH2
CH3
CH2
CH3
21.
(3) OHCCHO
(2)
CH3
CH3
(3)
CH3
CH3
(4)
CH2CH3
19
Page # 19
23.
24.
25.
26.
27.
NaHCO
28.
X gas
NaHCO
3
Ph-CH2-SO3H
Y gas
X and Y are respectively
14
(1)
29.
CO 2
14
, SO2
CO 2
(1) NaOI,
30.
(2) CO2,
(2) NaHCO3
(3) 2, 4-DNP
Which compound can not give Prussian blue colour in lassaigne test ?
(1) CH3NHCH3
(2) Pyridine
(3) NH2NH2
(4) AgNO3
(4) Aniline
20
Page # 20
Instruction :
1.
2.
3.
4.
________________________________________________________________________________
________________________________________________________________________________
1.
2.
(4) (CH3 )3 C
<
(3)
(2)
>
<
(4)
<
3.
4.
5.
(2)
O
(4) O
+
CH2 CH OCH 3
(2)
(3)
(4)
(Y)
(2) Z > Y > X
(Z)
(3) Y > Z > X
(1) 4
9.
Which of the following orders is correct for heat of hydrogenation of these compounds ?
(X)
(1) X > Y > Z
8.
(1)
7.
O+
Which of the resonating structures are not acceptable in the given groups
+
(1) CH2 =CHOCH3
(2)
(3) CH CH OCH
(4)
2
6.
O+
(2) 5
(3) 6
(4) 7
21
Page # 21
10.
11.
(3)
(4)
12.
(2)
NHCH 3
(1)
(2)
(3)
CH3
(4)
13.
14.
(2)
(3)
(4)
&
S
15.
N
N
(1)
16.
(2)
(3)
and
(ii)
and
(iii)
and
(2)
(3)
(4)
(P)
(1) P > Q > R > S
19.
18.
(4)
(Q)
(2) Q > R > P > S
(R)
(3) P > R > Q > S
(S)
(4) S > R > Q > P
(2)
(3)
(4)
22
Page # 22
20.
(1)
21.
(2)
(3)
(4)
(2)
(3)
(4)
22.
How many number of sp2 hybridised nitrogen atoms in given structure.
(1) 3
(2) 5
(3) 2
23.
24.
(S)
(4) S > R > Q > P
(Q)
(2) R > S > Q > P
(R)
(3) Q > R > S > P
(S)
(4) S > R > Q > P
(Q)
(R)
(2) R > S > P > Q
(S)
(3) S > Q > P > R
(P)
(1) P > Q > R > S
27.
(R)
(3) P > R > Q > S
(P)
(1) S > P > Q > R
26.
(Q)
(2) R > S > Q > P
(CH3)2NH
(P)
(1) P > S > R > Q
25.
(4) 4
(Q)
(R)
(2) Q > P > S > R
(S)
(3) S > R > Q > P
(P)
(1) P > Q > R
(Q)
(2) R > P > Q
(R)
(3) Q > R > P
23
Page # 23
28.
(P)
(1) P > Q > R
29.
(R)
(3) R > P > Q
30.
(Q)
(2) Q > P > R
(2)
(3)
(4)
(2)
(3)
(4)
24
Page # 24
STEREOISOMERS
Instruction :
1.
2.
3.
4.
________________________________________________________________________________
________________________________________________________________________________
1.
Types of geometrical isomerism shown at point X, Y and Z of the following compound respectively are :
X
(1) cis
(3) trans
2.
Y
trans
trans
Z
trans
cis
(2)
(3)
(4)
(2)
(3)
(4)
A natural occurring substance has the constitution shown below. How many isomers may have this
constitution ?
(1) 2
5.
X
(2) cis
(4) cis
4.
Z
trans
cis
Which of the following compounds does not have any geometrical isomer ?
(1)
3.
Y
cis
cis
(2) 8
(3) 16
(4) 64
(water solubility)
(Melting point)
(Dipole moment)
25
Page # 25
7.
(1)
OHC
CH 2Br
(2)
CH2 NO2
HSCH2
(3) CH CH C
CH
CH3
CH2CH2CH3
CH3
NO2
C
C=C=C=C
CH3
(4) H3 CH2C
CH2NH2
CH 2COOH
CH 2CONH 2
8.
(1) 5
9.
(2) 7
(3) 8
(4) 6
(1) 5
(2) 7
(3) 6
(4) 8
10.
11.
If a mixture of 2-bromobutane has enantiomeric excess of 50% of (+) -2-bromobutane, the stereo
isomeric composition of the mixture with respect to (+) and () enantiomer respectively is :
(1) 75% (+) and 25% ()
(2) 70% (+) and 30% ()
(3) 80% (+) and 20% ()
(4) 25% (+) and 75% ()
12.
Increasing order of stability among the three main conformations (i.e. eclipse, anti, gauche) of 3hydroxypropanoic acid is :
(1) eclipse, gauche, anti
(2) gauche, eclipse, anti
(3) eclipse, anti, gauche
(4) anti, gauche, esclipse
13.
II
IV
15.
III
(2) II and III are enantiomers
(4) III and IV are identical
(2)
(3)
(4)
26
Page # 26
16.
Which of the following statements about the relationships of the structure (P), (Q) , (R) and (S) is
incorrect ?
(P)
(1) P and R are enantiomers
(3) Q and S are identical
17.
(Q)
(R)
(S)
(2) P and R are identical
(4) P and Q are enantiomers
and
(3)
(2)
and
and
(4)
and
18.
Which of the following properties are different for (R)-2-bromo butane and (S)-2-bromobutane
(1) Boiling point
(2) Melting point
(3) Density
(4) Configuration
19.
(1)
20.
(2)
(3)
23.
(2) 7
(3) 10
(4) 9
(4) 5
(1) OH
(3)
CH 3
C2 H5
CH3
COOH
CH 3
OH
CH 3 (2)
H
24.
(1) 8
22.
(4)
H
H3 C
(4)
H H
H3C
HOOC
HO
CH3
(1) 1 and 2
(2) 2 and 4
(3) 3 and 8
(4) 3 and 6
27
Page # 27
25.
Metamer of compound B is :
B:
(1)
26.
(2)
(2) 2S , 3R
(2)
(3)
(4)
(b)
(c)
(3) b and c
(4) a, b and c
Which of the following compound on reaction with NH2OH shows Geometrical isomerism.
O
(1)
30.
(4) 2S , 3S
29.
(3) 2R , 3S
(1)
28.
(4)
(1) 2R , 3R
27.
(3)
(2)
Me
Me
(3)
(1)
Cl
Cl
H
CH3
(2)
(3)
(4)
HOOC
COOH
28
Page # 28
ANSWER KEY
PHYSICAL CHEMISTRY
MOLE CONCEPT
1.
6.
11.
(3)
(4)
(1)
16.
21.
(3)
(3)
2.
7.
12.
(1)
(3)
(3)
3.
8.
13.
(1)
(1)
(3)
4.
9.
14.
(3)
(2)
(3)
5.
10.
15.
(3)
(3)
(2)
(3)
(2)
20.
25.
(3)
(1)
29.
34.
(3)
(3)
30.
35.
(1)
(3)
39.
44.
(3)
(3)
40.
45.
(2)
(1)
49.
54.
59.
64.
(3)
(4)
(3)
(3)
50.
55.
60.
65.
(3)
(4)
(1)
(2)
69.
(4)
70.
(3)
(3)
(4)
18.
23.
(3)
(4)
19.
24.
(4)
(4)
27.
32.
(2)
(2)
28.
33.
(1)
(4)
PERIODIC TABLE
36.
41.
(4)
(1)
37.
42.
(4)
(1)
38.
43.
(2)
(3)
CHEMICAL EQUILIBRIUM
46.
51.
56.
61.
(1)
(1)
(3)
(2)
47.
52.
57.
62.
(1)
(2)
(2)
(1)
48.
53.
58.
63.
(2)
(3)
(3)
(2)
IONIC EQUILIBRIUM-3
66.
(1)
67.
(2)
68.
(2)
CHEMICAL BONDING
71.
(2)
72.
(4)
73.
(4)
74.
(2)
75.
(2)
76.
81.
(1)
(2)
77.
82.
(1)
(3)
78.
83.
(3)
(4)
79.
84.
(3)
(3)
80.
85.
(3)
(3)
(1)
(1)
(3)
90.
95.
100.
(3)
(3)
(3)
104.
109.
114.
(1)
(4)
(3)
105.
110.
115.
(3)
(2)
(3)
119.
(3)
120.
(4)
124.
129.
(2)
(1)
125.
130.
(2)
(2)
(4)
(4)
(2)
87.
92.
97.
(3)
(3)
(2)
88.
93.
98.
(4)
(2)
(1)
89.
94.
99.
COORDINATION COMPOUNDS
101.
106.
111.
(1)
(1)
(2)
102.
107.
112.
(3)
(2)
(2)
103.
108.
113.
(1)
(4)
(4)
s-BLOCK ELEMENTS
116.
(4)
117.
(2)
118.
(2)
SURFACE CHEMISTRY
121.
126.
(4)
(2)
122.
127.
(1)
(2)
123.
128.
(4)
(1)
29
Page # 29
ORGANIC CHEMISTRY
IUPAC NOMENCLATURE
1.
(3)
2.
(3)
3.
(2)
4.
(3)
5.
(4)
6.
(3)
7.
(2)
8.
(4)
9.
(3)
10.
(2)
11.
(2)
12.
(3)
13.
(4)
14.
(4)
15.
(2)
16.
(1)
17.
(1)
18.
(4)
19.
(1)
20.
(1)
21.
(2)
22.
(2)
23.
(3)
24.
(2)
25.
(3)
26.
(2)
27.
(3)
28.
(2)
29.
(3)
30.
(3)
(3)
2.
(2)
3.
(4)
4.
(1)
5.
(3)
6.
(1)
7.
(2)
8.
(3)
9.
(1)
10.
(2)
11.
(4)
12.
(4)
13.
(2)
14.
(3)
15.
(3)
16.
(3)
17.
(4)
18.
(4)
19.
(3)
20.
(3)
21.
(4)
22.
(1)
23.
(3)
24.
(1)
25.
(2)
26.
(4)
27.
(3)
28.
(2)
29.
(2)
30.
(3)
(1)
2.
(3)
3.
(4)
4.
(2)
5.
(4)
6.
(2)
7.
(1)
8.
(2)
9.
(2)
10.
(2)
11.
(2)
12.
(3)
13.
(3)
14.
(4)
15.
(3)
16.
(3)
17.
(3)
18.
(3)
19.
(2)
20.
(3)
21.
(1)
22.
(2)
23.
(3)
24.
(3)
25.
(3)
26.
(1)
27.
(2)
28.
(2)
29.
(3)
30.
(3)
STEREOISOMERS
1.
(1)
2.
(4)
3.
(4)
4.
(4)
5.
(2)
6.
(2)
7.
(4)
8.
(2)
9.
(3)
10.
(3)
11.
(1)
12.
(3)
13.
(1)
14.
(2)
15.
(2)
16.
(1)
17.
(2)
18.
(4)
19.
(3)
20.
(1)
21.
(4)
22.
(2)
23.
(1)
24.
(3)
25.
(4)
26.
(2)
27.
(2)
28.
(3)
29.
(4)
30.
(3)
30
Page # 30