Q 1. A compound X (C5H8) reacts with ammoniacal AgNO3 to give a white precipitate and on
oxidation
with hot alkaline KMnO4 gives the acid, (CH3)2CHCOOH, Therefore, X is:
(a) CH2 = CHCH = CHCH3
(b) CH3(CH2)2 C  CH
(c) (CH3)2 CH – C  CH
(d) (CH3)2 C = C = CH2
Q 2.
?
What is the decreasing order of strength of the bases OH  , NH 2 , HC  C  and CH 3CH 2
(a) CH 3  CH 2  NH 2  H  C  C   OH 
(b) H  C  C   CH 3  CH 2  NH 2  OH 
(c) OH   NH 2  HC  C   CH 3  CH 2
(d) NH 2  H  C  C   OH   CH 3  CH 2
Q 3.
Toluene, when treated with Br2/Fe, gives p-bromotoluene as the major product because
the —CH3 group:
(a) Is meta directing
(b) deactivates the ring
(c) activates the ring by hyper-conjugation (d) none of the above
Q 4.
Which of the following statements is true for ethane, ethene and acetylene?
(a) Acetylene is the weakest acid and has the longest C–H bond distance.
(b) Acetylene Is the strongest acid and has the shortest C–H bond distance.
(c) Ethane is the strongest acid and has the longest C–H bond distance.
(d) Ethene Is the strongest acid and has the shortest C–H bond distance.
Q 5.
Which of the following compounds cannot be prepared singly by the Wurtz reaction?
(a) C2H6
(b) (CH3)2CHCH3
(c) CH3CH2CH2CH3 (d) A11 can be
prepared
Q 6.
The reduction of 4-octyne with H2 in the presence of Pd/CaCO 3 quinoline gives:
(a) tmns-4-octene
(b) cis-4-octene
(c) a mixture of cis-and trans-4-octene
(d) a completely reduced product C8H10
Q 7.
The product(s) obtained via oxymercuration (HgSO4 + H2SO4) of but-1-yne would be:
(a) CH3CH2COCH3
(b) CH3CH2CH2CHO
(c) CH3CH2CHO + HCHO
(d) CH3CH2COOH + HCOOH
Q 8.
In the oxidation of alkenes with a dilute KMnO4 solution followed by acidification with
dilute H2SO4 to give diol,
(a) NaOH
(b) H2O
Q 9.
(c) KMnO4
the OH groups come from:
(d) H2SO4
Water can be added across a triple bond in the presence of:
(a) acidic medium
(b) alkaline medium (c) neutral medium
(d) acid and HgSO4
Q 10. Among the following, the compound that can be most readily sulphonated is:
(a) benzene
(b) nitrobenzene
(c) toluene
(d) chlorobenzene
Q 11. Which of the following reagents cannot be used as the basis for a simple chemical test for
distinguishing but-l-ene from CH3CH2CH2CH2OH ?
(a) Br2/CCl4
(b) Dilute aqueous KMnO4
(c) CrO3/aqueous H2SO4
(d) Na in liquid NH3
Q 12. A hydrocarbon (A), of formula C8H10, on ozonolysis gives compound (B), C4H6O2 only.
The compound (B) can also be obtained from alkyl bromide, (C), C3H5Br upon treatment
with magnesium in dry ether, followed by carbon dioxide and acidification. The
compound (A) is :
(a) CH3 – CH2 - C  C - C  C – CH3
(b) CH3 – C  C - CH2 - C  C - CH2 – CH3
(c) CH3 – C  C - CH2 - C  C – CH3
(d) C3H5 –C  C - C3H5
Q 13. Benzyl chloride (C6H5CH2Cl) can be prepared from toluene by chlorination with :
(a) SO2Cl2
(b) SOCl2
(c) Cl2
(d) NaOCl
Q 14. Which of the following reactions are not expected to give
than 50% ?
(a)
(b)
(c)
(d) None of the above
Q 15. Which of the following will give trans – diols ?
(a)
(c)
(b)
(d)
Q 16. The final product in following sequence of reaction is :
CH 3 Br
NaNH 2
CH  CH 
 A 
B
(a) CH2 = CH – CH = CH2
(b) HC  C – CH3
(c) CH2 = CH – CH3
(d) CH3 – CH2 – CH3
in yields of more
Q 17. Which of the following orders regarding the acidity of aromatic acids is correct ?
(a) p-nitrobenzoic acid < benzoic acid < p-anthranilic acid
(b) p-nitrobenzoic acid > benzoic acid > p-anthranilic acid
(c) p-nitrobenzoic acid > benzoic acid < p-anthranilic acid
(d) p-nitrobenzoic acid < benzoic acid < p-anthranilic acid
Q 18. The C = C bond distance in an organic compound 1.34Å. It can be :
(a) butene
(b) hexatriene
(c) cyclohexatriene (d) any of the these
Q 19. Which of the following carbocations is expected to be most stable?
(a)
(b)
(c)
(d)
Q 20. The reduction of an alkyne to alkene using Lindlar catalyst results into :
(a) cis addition of hydrogen atoms
(b) trans addition of hydrogen atoms
(c) a mixture obtained by cis and trans additions of hydrogen which are in equilibrium
with each other
(d) a mixture obtained by cis and trans additions of hydrogen atoms which are not in
equilibrium each other.
Q 21. Which of the following are correct ?
(a)
(b)
(c)
(d)
Q 22. The reaction of toluene with chlorine in presence of ferric chloride gives predominantly:
(a) benzoyl chloride (b) m-chlorotoluene (c) benzy chloride
(d) o-and pchlorotoluene
Q 23. Alkene (A)
(a)
(c)
(b)
(d)
Q 24. The following reaction is called
(a) Michael addition reaction
(c) Wolff-Kishner reaction
(b) Diels-Alder reaction
(d) None of the above
Q 25. Nitrobenzene can be prepared from benzene by using a mixture of concentrated HNO3
and concentrated H2SO4 In the nitrating mixture, HNO3 acts as:
(a) base
(b) acid
(c) reducing agent
(d) catalyst
Q 26. Which of the following structures will not have 4 electrons?
(a) I
(b) II
Q 27. The most strained cycloalkane is:
(a) cyclopropane
(b) cyclobutane
(c) III
(d) IV
(c) cyclopentane
(d) cyclohexane
Q 28. Among the following statements on the nitration of aromatic compounds, the false one is:
(a) the rate of nitration of benzene is almost the same as that of hexadeuterobenzene.
(b) the rate of nitration of toluene is greater than that of benzene.
(c) the rate of nitration of benzene is greater than that of hexadeuterobenzene.
(d) nitration is an electrophilic substitution reaction.
Q 29. Which of the following compounds will exhibit geometrical isomerism ?
(a) But-1-ene
(b) Oxime of benzaldehyde
(c) Oxime of acetone
(d) both (b) and (c)
Q 30. The halogen which is more reactive in the halogenation of alkanes in sunlight is:
(a) chlorine
(b) bromine
(c) iodine
(d) all are equal
Q 31. The reduction of an alkyne to alkene using lithium metal in liquid ammonia as solvent
results into:
(a) cis addition of hydrogen atoms
(b) trans addition of hydrogen atoms
(c) both S and trans additions of hydrogen atoms. The relative amounts of the two
depends on temperature
(d) both cis and trans additions of hydrogen atoms. The relative amounts depend on the
nature of alkyne.
Q 32. Which cydoalkane has the lowest heat of combustion per CH2 group?
(a)
(b)
(c)
(d)
Q 33. Which of the following will give three mono-bromo derivatives?
(a) CH3CH2CH2CH(CH3)CH3
(b) CH3CH2C(CH3)CH3
(c) CH3CH(CH3)CH(CH3)CH3
(d) All can give
Q 34. The addition of HBr to an alkene in the presence of peroxide is the example of:
(a) electrophilic addition reaction
(b) nucleophilic addition reaction
(c) free radical addition reaction
(d) the formation of carbocation as an
Q 35. The major product obtained in the reaction
be:
is expected to
(a)
(b)
(c)
(d)
Answers
1.
8.
15.
22.
29.
C
C
D
D
B
2.
9.
16.
23.
30.
A
D
B
A
A
3.
10.
17.
24.
31.
C
C
B
B
B
4.
11.
18.
25.
32.
B
D
A
A
D
5.
12.
19.
26.
33.
B
D
B
D
B
6.
13.
20.
27.
34.
B
C
A
A
C
7.
14.
21
28
35.
A
A
B
A
B