(A)
O
(B) (C)(D) Maleic anhydride (D)Anisole
(D)6
Q. 5 6 Benzene on reaction with A' forms j Q)
' A ' and 'B' are:
(A) Zn(Hg) + conc. HCl,
O
(C) "Cl,NaBH
which on reaction with 'B' forms I Q
Cl,LiAlH4
Cl,Zn(Hg) + conc. HCl
Q.57 In a reaction of C6H5Y, the major product (>60%) is m-isomer, so the group Y is:
(A)-COOH (B)-Cl (C) -OH (D)-NH2
Q.5 8 Which of the following will undergo sulphonation at fastest rate ?
(A)
(B)
(Q
Q.59 Aniline under acidic medium, when chlorinated, produces: (A) o-chloro aniline (B)m-chloro aniline
(C)p-chloro aniline (D) Mixture ofortho and para-chloro aniline Q.60 Which of the following undergoes chlorination at fastest rate?
OH NH, NHCH3 NMe,
(A) (B)| (C)
Q. 61 Which of the following is most reactive towards sulphonation? (A) m-Xylene (B)o-Xylene (C) Toluene Q. 62 Which of the following undergoes sulphonation at fastest rate ?
(A)C6H5NO2 (B) C6H5CH2NO2
(D) l J
(D) p-Xylene
(C) C6H5CH2CH2N02 (D)| Q.63 Which of the following undergoes nitration fast?
NH2 N(CH3)3 CH2-NMe3 (A) [| 1 ( B ) f | ^ l (C)|
CH2CH2NME3 (D)
Q. 64 When sulphonilic acid (p-H2NC6H4S03H) is treated with excess of bromine, the product is: (A) tribromo product (B) dibromo product
(C) monobromo product (D)tetrebromo product
Q. 6 5 Ring nitration of dimethyl benzene results in the formation ofonly one nitro dimethyl benzene. The dimethyl benzene is: (A) GH3
a s .*>(%
CH,(O i
(D) None of theseQ.66 If p-methoxy toluene is nitrated, the major product is:
CH, CH, CH2N02
N O ,
(B) n o2 ( C ) V ^
OCH3 OCH3 OCH3
Q.67 Ifmeta-nitroanilineis chlorinated, the maj or product is: (A)
( A ) ^ ^ - N 0
2CI
NH, N H , N H , (B) NO, (C) (D) No reaction N H , -NO, (D) O NO,Q.68 An aromatic compound of molecular formula CgH4Br2 was nitrated when three isomers of formula C6H3Br2N02 were obtained. The original compound is:
(A) o-dibromobenzene (B) m-dibromobenzene (C) p-dibromobenzene (D) None of these Q. 69 Which of the following carbocations is expected to be most stable?
CH,
(A) |l
H ' — Y(B) |MJ
H^Y
CH-,<c)(! m
CH,(D)
Q.70 Which of the following carbocations is expected to be most stable?
(A)
NO2
( B ) ( J
(C)
(D)|
Q. 71 The number of disubstituted products of benzene is
(A) 2
.(B)
3 (C)4(D)5
Q. 72 Which of the following species is expected to have maximum enthalpy in an electrophilic aromatic substitution reaction?
H®+ E
(I) (II) (HI) (A) Species (II) (B) Species (III)
(IV) (V) (C) Species (IV) (D) Species (V)
Q. 7 3 For the electrophilic substitution reaction involving nitration, which of the following sequence regarding the rate of reaction is true?
> n > ^r
-6
ll6 ^6
U6
l6
x6
( Q kCf iHf i = kCf iD , = kC , Tf i(B) kC6H6 < kC6D6 < kC6T6
( D ) kCf iHf i >' kCf iDf i < kC , Tf i
Q. 74 For the electrophilic substitution reaction involving sulphonation, which of the following sequence regarding the rate of reaction is true?
( A ) KCF IHF I > KC , D , > KC , T , ( B ) kC6H6 < kC6D6 < kC6T6
( D ) kCf iHf i > kCf iD < kC , Tf i
Q. 7 5 The order of relative reactivity of the given halides towards SN1 reaction is (A) benzylchloride > p-methoxybenzylchloride > p-nitrobenzylchloride (B) p-methoxybenzylchloride > benzylchloride > p-nitrobenzylchloride (C) p-methoxybenzylchloride > p-nitrobenzylchloride > benzylchloride (D) benzylchloride > p-nitrobenzylchloride > p-methoxybenzylchloride
EXERCISE -II
Q.l Which of the following will show aromatic character:
( a )0 0 (B>0 ( c )0 (D)l!)
Q.2 Which aromatic compound is obtained when n-octane undergoes catalytic hydroforming: (A) ethyl benzene (B)m-Xylene (C)o-Xylene (D)p-Xylene Q,3 Benzoic acid may be prepared by the oxidation of:
CH2CH3 CH2OH COCH3 - OH
(A)[o] (B)[o] ( O f o f <
D)(Oj
Q.4 In which of the following reaction t-butylbenzene is formed:
(A) Benzene + iso-butyl chloride, A1C13 (B) Benzene + (CH3)2C = CH2 Bp3'HF ) (C) Benzene + t-butyl alcohol hiso4 > (D) Benzene + (CH3)2 C= CH2 Alc'3 >
NaOH H , 0
Q.5
[OJ
395QC2 ' Product is:(A)gf0H ( B ) @ t
0 HW.J§f ^loT0 1
Q.6 Which of the following reactions of benzene proves the presence of three carbon-carbon double bondsin it:
(A) Formation of a triozonide - (B) Hydrogenation of benzene to cyclohexane
(C) Formation of C6H6C16 by addition of chlorine
(D) Formation of nitrobenzene on heating benzene with a mixture of concentrated nitric acid and sulphuric acid
Q.7 Electrophile NO® attacks the following in which cases NO® will be at metaposition:
CCI3 N 02 NMe3 Oe
• ^ ( 0 ) iQ(o)
Q. 8 Benzene is a resonance hybrid mainly of two Kekule structures. Hence:
(A) Half of the molecules correspond to one structure, and half of the second structure (B) At low temperatures benzene can be separated into two structures
(C) Two structures make equal contribution to resonance hybrid
(D) An individual benzene molecule changes back and forth between two structures
Q. 9 The reaction of replacement of a hydrogen atom in benzene by alkyl group can be brought about with the following reagents :
(A) Alkyl chloride and A1C1, (B)AlkeneandAlCl3 (C)Alkanol and alkali (D)Alkanol and acid
Q.10 Which of the following is /are fitting reaction: (A) C6H5I + 2Na + ICH3 » C6H5- CH3 (B)C6H5I + 2Na + IC6H5 > C6H5 - C6H5 (C) CH3I + 2Na + ICH3 > CH, - CH3 (D) C6H5CH2-C1 + 2Na + C1CH2C6H5 - Q.ll Which of the following statements is correct:
(A) Bromination of toluene occurs faster than that of benzene (B) Nitration of toluene is faster than that of ethylbenzene (C) The bromonium ion is a good nucleophile (D) Effective nitrating agent is nitrate ion
Q. 12 Electrophilic substitution in cinnamic acid will take place at:
(A) Ortho-position (B) Para-position (C) Meta-position (D) On side chain Q.13 Which of the following gives Friedel Crafts reaction?
N H ,
(A) (B)
N O ,
(Q
(D)Q.14 Which of the following can be used in Friedel Crafts reaction?
CI
(A) (B)CH2=CH-C1 (C)CH,CH2C1 (D)CH2CH-CH2-C1
Q.15 The good method for converting benzene into propyl benzene is: (A) C6H6 + CH3CH2CH2C1 + Anhyd. A1C13
(B) C6H6 + CH3CH2COCI+Anhyd. A1C13 and then treatment with Zn/Hg/HCl (C) C6H6 + CH3CH2C0C1 + Anhyd. A1C13 and then treatment with H2 Ni (D)C6H6 + Anhyd. A1C13 + cyclopropane
Q.16 Which of the following will undergo nitration slow than benzene?
N H , CI NHCOCH,
(D)
Q.17 Which of the following is ortho-para directing group?
(A) CF, (B) CC1, (C) -CH=CH-COOH ( D ) - N = C
Q.18 Which of the following statements is true?
(A) Ortho-and para-directing groups increase electron density at ortho-and para-positions (B) Meta-directing groups increase electron density at meta-position
(C) Meta-directing groups decrease electron density at meta-position (D) Ortho-and para-directing groups decrease electron density at meta-position Q. 19 Which of the following statements is/are not true?
(A) All ortho-para directing groups activates the ring
(B) All ortho-para directing groups except halogens activate the ring
(C) All meta-directing groups have rc-bond on the atom directly attached to the ring (D) All meta directing groups are deactivating.
Q.20 Which ofthe following compounds can be classified as aromatic? (A) 1,2,3-Triphenylcyclopropenium cation (B) Cyclooctatetraenyl dianion (C)Azulene (D) 10-A^lene
Q.21 The structure of the compound that gives a tribromo derivative on treatment with bromine water is:
C H' CH3 SO3H C O O H
( B ) [ o 1 ( C ) ( 0 ) ( D ) [ o T
O H OHQ.22 Amongst the following, the moderately activating group is
(A)—NHR (B)--NHC0CH3 (C)—NR2 (D)—CH3 Q.23 False statement is / are :
(A) Although benzene contains three double bonds, normally it does not undergo addition reaction. (B) m-chlorobromobenzene is an isomer of m-bromochlorobenzene.
(C) In benzene, carbon uses all the three porbitals for hybridization.
(D) An electron donating substituted in benzene orients the incoming electrophilic group to the meta position.
°
?
Q.24 Of the species PhSH, PhSR, PhSR and Ph - S - OR the meta-substituted product is obtained from
H A I
y ?
(A)PhSR • (B) PhSR (C) PhSR (D) P h - S - O R