Q 1.
Which of the following statements is/are correct?
(a) o-nitrophenol can be separated from p-nitrophenol because of intermolecular
hydrogen bonding in o-nitrophenol
(b) rn-nitrophei-iol can be separated from p-nitrophenol because of intermolecular
hydrogen bonding in o-nitrophenol
(c) o-hydroxybenzoic acid can be separated from p-hydroxybenzoic acid because of
intramolecular hydrogen bonding in o-hydroxybenzoic acid
(b) o-hydroxybenzoic acid can be separated from p-hydroxybenzoic acid because of
intermolecular
hydrogen bonding in o-hydroxybenzoic acid
Q 2.
Which of the following dicarboxylic adds gives cyclic ketone on heating ?
(a) CH2(COOH)2
HOOC(CH2)4COOH
Q 3.
(b)
(d)
The correct sequence of equilibrium constants for the reactions :-
H 2CO  H 2O
K1
H 2C (OH )2
CH 3CH 2CHO  H 2O
CH 3COCH3  H 2O
(a) K1 > K2 > K3
Q 4.
(c) HOOC(CH2)3
K2
CH 3CH 2CH (OH )2
K3
CH 3C (OH )2 CH 3 is :
(b) K1 < K2 < K3
(c) K1 > K3 > K2
(d) K1 < K3 < K2
The correct sequence of decreasing order of reactivity of hydrolysis of acid chlorides is:
(a) PhCOCl > p-O2NC6H4COCl > p-CH3OC6H4COCl
(b) PhCOCl > p-CH3OC6H4COCl > p-O2NC6H4COCl
(c) p-O2NC6H4COCl > PhCOCl > p-CH3OC6H4COCl
(d) p-O2NC6H4COCl > p-CH3OC6H4COCl > PhCOCl
conc . H 2 SO4
Q 5. In the following reaction, CH3COOH + X 
Y + CO2 + N2 X and Y
respectively are :
(a) NH3 and CH3CONH2
(b) NH3 and CH3NH2
(c) HN3 and CH3CONH2
(d) HN3 and CH3NH2
Q 6.
Strongest acid among the following is :
(a) CCl3COOH
Q 7.
(b) FCH2COOH
(c)
Which of the following statements regarding amides Is not correct ?
(a) Amides do not form salts when treated with aqueous acids
(b) The aqueous solutions of amides are alkaline
(c) Amides are very poor nucleophiles
(d) Amides are considerably less reactive than add chlorides
(D)
Q 8.
X and Y respectively are:
(a) picric acid, 2, 4, 6-tribromophenol
(b) 5-nitrosalicylic acid, 5-bromosalicylic acid
(c) o-nitrophenol, o-bromophenol
(d) 3, 5-dinitrosalicylic add, 3, 5-dibromosalicylic acid
Q 9.
Choose the incorrect statement:
(a) Carboxylic acids have higher boiling points than those of alcohols of similar
molecular weight
(b) Carboxylic acids have lower boiling points than those of alcohols of similar molecular
weight
(c) Carboxylic acids (C1 to C4) are soluble in water
(d) The melting points of carboxylic adds Increase or decrease in an irregular manner
Q 10. Which of the folloing facts is not correct?
(a) As compared to RNH2, RCONH2 is stabilised by delocalisation of the nitrogen lonepair electrons by the carbonyl group
(b) As compared to RNH 3 , RCONH 3 is destablised because the electron-withdrawing
carbonyl group destablises the positive charge on nitrogen
H
(c) G° for the conversion of RNH2 
RNH 3 is more than that of the reaction

H
RCONH2 
RCONH 3 (d) Increased stability of RCONH2 relative to RNH2 and
decreased stability of RCONH 3 relative to RNH 3 make amities more basic than amides
Q 11. Which of the following intermediate species is not formed in the reaction of acrylic add
with HBr to give -bromopropionic acid ?
HBr
 BrCH 2CH 2COOH  ?
 CH 2  CH  COOH 
(a)
(c)
Q 12. The reaction
is known as:
(a) esterification
(c) trans-esteriuication
(b)
(d)
(b) double decomposition
(d) none of the above
Q 13. Which of the following others regarding the base strength of a leaving group in a reaction
of an acid derivative with a nucleophile is correct ?
(a) Cl- > RCOO- > RO(b) Cl- > RO- > RCOO(c) RO > RCOO > Cl
(d) RO- > Cl- > RCOOQ 14. Give the order of ease following acids of the esterification of the following acids :
(a) I > II > III > IV
(b) IV > III > II > I
(c) II > I > IV > III
(d) I > II > III > IV
Q 15. Which of the following will not give cyclic products upon being heated or being treated
by an acid ?
(a)
(b)
(c)
(d)
Q 16. Which of the following statements are correct for benzoic acid ?
(a) Nitration gives o and p-nitrobenzoic acid
(b) Bromination gives o-bromobenzoic acid
(c) The Friedel-Crafts reaction with CH3COCl/AlCl3 give m-carboxyaceto-phenone
(d) The reaction with concentrated sulphuric acid gives 3-carboxybenzene sulphonic acid
Q 17. The mechanism of ester formation in acidic medium is as follows:
The slowest step in the above mechanism is:
(a) step (i)
(b) step (ii)
(c) step (iii)
(d) step (iv)
Q 18. The product (A) of the following reaction,
(a)
(b)
(c)
(d)
Q 19. Starting with CH2 = C = O, which of the following compounds cannot be obtained ?
(a) CH3COOH
(b)
(c)
(d) CH3CONH2
Q 20. Which of the following cannot be used for the synthesis of benzyl acetate ?

(a) C6H5CH2OH + (CH3CO)2O 
H
(b) C6H5CH2OH + CH3COOH 
(c)
NaOH

(d) C6H5CH2OH + CH3COOH 
Q 21. An ester (A) with molecular formula C9H10O2 was treated with excess of CH3MgBr and
the complex so formed was treated with H2SO4 to give an olefin (B). Ozonolysis of (B)
gave a ketone with molecular formula C8H8O which shows +ve iodoform test. The
structure of (A) is :
(a) C6H5COOC2H5
(b) CH3COCH2COC6H5
(c) p-CH3O – C6H4 – COCH3
(d) C6H5COOC6H5
Q 22. The bromination of salicylic acid with bromine water gives :
(a)
(b)
(c)
(d)
Q 23. When propionic acid is treated with aqueous sodium bicarbonate, CO2 is liberated. The C
from CO2 comes from :
(a) methyl group
(b) carboxylic acid group
(c) methylene group
(d) bicarbonate
HOBr
 is :
Q 24. The final product obtained in the reaction CH 2  CHCH 2CH 2CO2 H 
(a)
(b) HOCH2 – CH2CH2CH2CO2H
(c)
(d)
Q 26. Which of the following amides does not react with HNO2 ?
(a) CH3CONH2
(b) CH3CONHCH3
(c)
(d) HCONH2
Q 26. The product (A) of the following reaction
(a)
(b)
(c)
(d)
Q 27. Which of the following carboxylic acids is not reduced to the corresponding 1 alkohol
by LiAIH4 ?
(a) BrCH2CH2CH2COOh
(b) Cyclohexane carboxylic acid
(c) (Z)-CH3CH = CHCH2COOH
(d) CH3CH(CH3)CH2COOH
Q 28. Acid anhydrides cannot be prepared by :
pyridine
(a) C6 H 5COOH  CH 3COCl 

(b) C6 H 5COO  Na   C6 H 5COCl 

(c) CH 3CONH 2  CH 3CO O Na  
(d)
heat


Q 29. Which of the following compound will not give the iodoform test ?
(a) (CH3)2CHOH
(b) CH3CH2OH
(c) CH3CH2CH2OH (d)
CH3CHOHCH2CH3
Q 30.
In the above sequence of reactions :
(a) X and Y are isomers
(b) X and Y and 2 amines
(c) X and Y are homologous
(d) Y is bromo derivative of X
Q 31. Which one of the following is the mechanism of hydrolysis of ethyl benzoate by
refluxing of with dil. aq. NaOH solution:
(a) Acyl oxygen bond cleavage, unimolecular
(b) Acyl oxygen bond cleavage, bimolecular
(c) Alkyl oxygen bond cleavage, unimolecular
(d) Alkyl oxygen bond cleavage, bimolecular
Q 32. On refluxing the compound (CH3)2NCOCH3 in presence of dil. add the compounds
obtained will be:
(a) 2CH3NH2 + CH3COOH
(b) 2CH3OH + CH3CONH2
(c) (CH3)2NH + CH3COOH
(d) (CH3)2NCOOH + CH4
Q 33. Identify the correct order of boiling points of the following compounds :
(1) CH3CH2CH2CH2OH,
(2) CH3CH2CH2CHO,
(3) CH3CH2CH2COOH
(a) 1 > 2 > 3
(b) 3 > 1 > 2
(c) 1 > 3 > 2
(d) 3 > 2 > 1
Q 34. Order of esterification of
(a) A > B > C
(b) C > B > A
Q 35. Match the following :
(i) Claisen condensation
(ii) Allylic bromination
(iii) Fries rearrangement
(iv) Wolf rearrangement
(a) (i)—B, (ii)—A, (iii)-C, (iv)—D
(c) (i)—A, (ii)—B, (iii)-C, (iv)—D
is :
(d) C > A > B
(c) B > C > A
(A) Free radical
(B) Carbon anion
(C) Alkyl migration
(D) Acyl migration
(b) (i)—B, (ii)—A, (iii)—D, (iv)—C
(d) (i)—A, (ii)—B, (iii)-D, (iv}-C
Answers
1.
8.
15.
22.
29.
c
a
c
d
c
2.
9.
16.
23.
30.
d
b
d
d
c
3.
10.
17.
24.
31.
a
c
b
c
b
4.
11.
18.
25.
32.
c
a
b
c
c
5.
12.
19.
26.
33.
d
c
d
b
b
6.
13.
20.
27.
34.
c
c
d
a
a
7.
14.
21
28
35.
b
a
a
c
b