AtoZ CHEMISTRY AROMATIC COMPOUNDS

AROMATIC COMPOUNDS

1. Nitration, Sulphonation of Aromatic Ring

Q 1. Nitration of benzene is
(A) nucleophilic substitution (D)
(B) nucleophilic addition
(C) electrophilic substitution Q 5. In nitration of benzene with H2SO4  HNO3 ,
(D) electrophilic addition HNO3 act as
Q 2. In the nitration of benzene with a mixture of (A) Electrophile (B) Acid
conc. HNO3 and conc. H 2SO4 , the active (C) base (D) Ligand
species involved is Q 6. In the reaction,
OCH3
(A) NO 3 (B) NO 2
N2 O5
(C) NO 2 (D) NO 2
Major product, is
Q 3. Nitration of benzene is carried out with OCH3
(A) HNO3  dil OCH3
(B) HNO3  conc. NO 2

(C) HNO3  fuming (A) NO2 (B)

OCH3
(D) HNO3  conc.  H2 SO4  conc. OCH3 O2N NO 2
Q 4. In the following reaction

(C) NO 2 (D) NO2

Q 7. In the sulphonation of benzene, the electrophile
involved is

Conc. HNO3

Conc. H 2SO 4
 ‘X’; (A) HSO4 (B) SO3
The structure of major product ‘X’ is (C) SO 2 (D) SO 24 

(A)
Q 8. (68% yield):
P is

(B)

(A) (B)

(C)
(C) (D) None of these
Q 9. In desulfonation of benzene sulfonic acid, on

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treatment with steam, electrophile is (D) Pyridine acts as deactivating & o,p-directing

(A) H (B) SO3
(C) H 2O (D) None of these
Q 13. 3 2 4  P  major 
HNO / H SO

Based on the above reaction, the major product
would be
conc. HNO / H SO
Q 10. 
3 2 4 P
Identify P
(A)

(A) (B) (B)

(C) (C)
(D) None of these (D) None of these
Q 11. The correct major product in the given reaction is
H SO
Q 14. Con.HNO3 
2 4  Product,
HNO

3 major product is
H2SO4

(A) (B)
(A) (B)

(C) (D) A and B both

(C) (D) None of these

Q 12. Which of the following statements correct about Con.HNO Con. H SO
the major product Q 15. 
3 2 4  Product

HNO

3  Product ?
H2SO4 (A) (B)

(A) The product is

(D) (D) A and B Both
(B) The product is
(C) Pyridine acts as a activating & o,p-directing
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2. Halogenation of Aromatic Rings F NO 2

+ Cl2 / FeCl3
Q 1. In the reaction product (C) (D) F
is
Cl Cl Q 5. The correct order of stability of ions is

(A) (B) Cl
Cl
Cl
Cl
(A) I  IV  II  III (B) III  II  IV  I
(C) IV  I  II  III (D) None of these
(C) (D) Cl
Cl

+
Q 6.
+ NBS/H
Q 2. In the reaction Product, is The major product B and reactivity of r1 and r2
CH 2Br CH 3 respectively
Br

(A) (B)
CBr3 CH 3
(A) (B)

(C) (D) Br
Q 3. The reactivity of halogen in halogenation of
benzene is
(C) (D)
(A) F2  Cl2  Br2  I2
(B) I2  Br2  Cl2  F2
Q 7.
(C) Cl2  F2  Br2  I2
Based on the above reaction, P should be
(D) Cl2  Br2  F2  I2
Q 4. The product in the reaction
NH 2 (A) (B)
(C) mixture of (A) & (B)
(D) None of these
aqs. NaNO HBF

2
 A 
u Product is
HCl OC
N2 Q 8.
NH 2 Based on the above reaction, the major product
F would be

(A) (B) F

(A) (B)
(C) both in equal proportions

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(D) none of these

Q 9. (A)
Based on the above reaction, the major product
would be

(B)
(A)

(C)

(B)

(D)
(C) Q 13. During electrophilic substitution the major
(D) None of these product in the following reaction will be

Br
Q 10. 
2  major product (A),
H 2O FeCl
Cl2 
3 ?
A would be

(A) (B)

(A) (B)

(C) (D) None of these

CHO
Br2 /Fe (C) (D) Both (A) & (B)
Q 14. By passing excess of Cl 2  g  in boiling toluene,
Q 11. OH Major product is which one of the following compounds is
exclusively formed ?

(A) (B)

(A) (B)

(C) (D)

Br / Fe (C) (D)
Q 12. 
2 
1eq.

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3. Freedal Craft Alkylation/Acylation CH 2Cl

Q 1.
Based on the above reaction, P1 and P2 should be
(C) CH 2Cl (D) None of these
respectively
Q 4. Which of the following reactions would give
isopropyl benzene as the major product ?
Cl

AlCl 3 H2SO4
(i) (ii)
Cl
(A) OH
H2SO4 AlCl 3
(iii) (iv)
(A) I and iv only (B) ii and iii only
(C) ii , iii & iv only (D) all of these
Q 5. In the following reaction, the product ‘X’ is
(B)

(C)
(D) None of these
(A) (B)

Q 2.
Based on the above reaction, P should be
(C) (D)
 CH 
3 3 CCl
Cl2 / FeCl 3 HBr
Q 6. Anisole    
AlCl 3 
‘X’ The product ‘X’ in the above series of
reactions is
(A)

(A) (B)
(B)
(C) A mixture of (A) and (B) in equal proportions
(D) None of these
Q 3. In the reaction
AlCl3
+ CH2 Cl2 (C) (D)
excess Product is Q 7. In the reaction
CH2Cl
CH H
 HC  CH 
 Product, is
(A) (B)
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CH3 Ph
CH C Ph
Ph
(A) (B)
Ph
CH Ph CH2CH2

(C) (D)

(A) (B)
Q 8. B; B is

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

(C) (D) Q 12.

the major product will be
Q 9.
Based on the above reaction, P should be (A) (B)

(C) (D) None of these

(A) (B)
Q 13.
The structure of (X) would be

(C) (D)

Q 10. (A) (B)

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

Q 14. Friedel – crafts reaction is not given by

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

Q 11. The product (Y) of the reaction is

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(C) II  I  III (D) I  II  III

Q 4. In the reaction
NH 2
(C) (D)
Q 15. Freedal craft acylation reaction fails on
NaNO H PO
CCl3 
2 A 
3 2 B

CHO HCl,OC H2O / Cu
The product ‘B’ is

(A) (B)
NR2 (A) (B)
NO2
NH

(C) (D) All of these (C) (D)

Q 5. The reagent with which the following reaction is
best accomplished by

4. Preparation of Benzene
COOH (A) H3PO2 (B) H3PO3
1. NaOH /  (C) H3PO4 (D) NaHSO3
Q 1. 

 Product, is
2. H
Q 6. 3   X   HCl ;
C6H6  CO  HCl 
Anhyd. AlCl
CH2OH
The compound (X) is
(A) C6H5CHO (B) C6H5COOH
(A) (B)
CH3 CHO (C) C6H5CH2Cl (D) C6H5CH3
Q 7. In the reaction
O
(C) (D) +H – C – H
HCl / Alcl
Q 2. Decarboxylation of aromatic acids is possible by 
3  Product, is
(A) Acid catalyzed path CH2OH CH2Cl
(B) Base catalyzed path
(C) A & B both (A) (B)
CH2OH
(D) None of these
Q 3. Eare of base catalyzed decarboxylation among
the following compound is CH2
COOH COOH COOH
(C) (D) Cl
Q 8. In the reaction

I NO2 CH3 HCl / AlCl

II III
HCN 
3  Product, is
H2O
(A) III  II  I (B) III  I  II

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CN CHO
Zn / H O
(A) (B) 3O3 
2 Product, is
O CHO CH2OH
COOH C – NH 2 (A) CHO (B) CH2OH
CHO
(C) (D) OHC COOH
COOH
Q 9. Which of the following reactants of reaction with OHC CHO
conc. NaOH followed by acidification gives the (C) COOH (D) CHO
following lactone as the only product ? Q 13. In the reaction

Red not Fe
 Product, is
700800C

CH3

(A) (B)

(A) (B) HC

(C) (D) C  Ph 4
Q 14. In the reaction,
(C) (D)
Q 10. Reaction by which benzaldehyde can not V O
O2 
2 5  Product, is
prepared 500C
O
(A) + CO + HCl with anhydrous AlCl3 O–O–H
O

(A) (B) O
(B) H2 with Pd- BaSO4 O
H
COOH H
(C) CrO2Cl2 in CS2 then H 3O 
(C) COOH (D) O

(D)  Zn / Hg and conc. HCl

Q 11. Benzoic acid gives benzene on being heated with
‘X’ and phenol gives benzene on being heated
with ‘Y’. Therefore ‘X’ and ‘Y’ are respectively
(A) soda lime and copper
(B) zinc dust and sodium hydroxide
(C) zinc dust and soda lime
(D) soda lime and zinc dust
Q 12. In the reaction,

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5. Aromatic Hydroarbon O
Q 1. In the reaction O
I
(C) O (D)
Na  ether
 CH 3 I 
 Product, is Q 6. In the reaction
OH
I
CH3

(A) (B) CH3 CH 3 
K 2Cr2O7 / H
 Product, is
I CH3 OH OH

(C) I (D) CH3 (A) COOH (B) OH

Q 2. The reaction O
O
Na  ether
R  x  Phx 
 Ph-R, is called
(A) wurtz reaction
(B) fitting reaction (C) CH 2 (D) O
(C) Wurtz fitting reaction Q 7. In a set of reactions, ethylbenzene yielded a
(D) None of these product (D)
Q 3. In the reaction CH 2CH 3
KMnO4 Br2 C2H5OH
(D)
(B) (C)
CH3 – CH – CH3 KOH FeCl 3 FeCl3

(D) would be
KMnO4 / H
 Product, is CH2 – CH – COOC2H5
COOH CH = CH 2
(A) Br
Br COOH
(A) (B)
COOH CH = O
Br
(B) CH 2COOC 2 H5 (C) OCH 2CH 3
(C) COOH (D) COOC 2 H5
Q 4. Which of the group increases oxidation tendency
of benzene ring ?
(A) Electron acceptor group (D) Br
(B) Electron donar group
(C) Electron delocalization group OH
(D) None of these K2S2 O8
Q 5. In the reaction ?
Q 8. Heat
NH 2
The product formed in the reaction is

(A) benzoquinone

K 2Cr2O7 / H
 Product, is (B) diphenyl ether
NO2 COOH (C) benzene sulphuric acid
(D) hydroquinone
(A) (B) Q 9. The final product formed in this reaction is

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CH3 + What will be the end product (B)?

KMnO4/KOH H3O
(A) (B) (A) 1,2-Dibromobenzene
CHO COOK (B) 1,3-Dibromobenzene
(C) 1,4-Dibromobenzene
(A) (B) (D) 1,2-Dibromobenzaldehyde
CH2 OH COOH Q 14. Benzoic acid may be prepared by the oxidation of
(C) (D)
2 
Q 10. Ph  C  C  CH3 
Hg / H
 (A); (A) is
O
Ph Ph (A) (B)
O
(A) CH3 (B) CH 3
O
Ph Ph (C) (D)
OH Q 15. Which of the compound can most easily be
(C) CH 3 (D) CH 3
Oxidized?
 CH 
Anisole     
CCl Cl / FeCl HBr CH 3
Q 11. 3 3 2 3

‘X’
AlCl3
CH2 –Ph CH
The product ‘X’ in the above series of reactions is CH3
OCH 3 OH
Br Cl (A) (B)
CH2 CH3 CH3

(A) C(CH 3)3 (B) C(CH 3)3

Br Br (C) (D)
Br Cl Q 16. Ozonolysis of toluene gives
(A) two molecules of glyoxal
(B) three molecules of glyoxal
(C) C(CH 3)3 (D) C(CH 3)3 (C) two molecules of glyoxal and one molecule
Q 12. The structure of the compound that gives a of methyl glyoxal
tribromo derivative on treatment with bromine (D) two molecules of methyl glyoxal and one
water is molecule of glyoxal
CH 3 CH 2 OH

(A) OH (B)
CH 3
CH 3
OH

(C) (D) OH

CH 3
Br


CaO  4 NaOH
Q 13. Br 
(i) KMnO4 / OH
(ii) H O / H 
A  
B
2

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6. Aryl Halides
Q 1. In the reaction (A) (B)

+ Cl2 / FeCl3  Product, is

Cl Cl (C) (D) None of these
Q 6. Bromination of PhCOMe in acetic acid medium
produces mainly
(A) (B) Cl Cl Me O O CH 2Br
Cl C C
Cl Br

(C) (D) None of these (A) (B)

Q 2. In the reaction Me O O CBr3
C C

 Cl2 / light  Product, is

Cl Cl
(C) Br (D) Br
Q 7. Ulmann reaction is used for the preparation of
(A) (B) Cl Cl (A) diphenyl (B) toluene
Cl (C) iodobenzene (D) naphthalen
Cl Cl
OCH 3
Cl Cl Q 8. In the reaction 
HBr
? the
(C) Cl (D) No reaction products are
Q 3. In the reaction OH
(A) and CH3Br
+ I 2 / AgClO4  Product, is Br
Cl I (B) and CH3Br

(A) (B) Br
(C) and CH3OH
ClO 4
Br OCH 3
(C) (D) None of these (D) and H 2
Q 4. In the reaction
Cl Q 9. Which among the following has higher melting
point ?
+ CuCN  Products, is Cl Cl
Cl
CN Cl
(A) (B) Cl
O Cl
I II III
C – OH OH (A) I and II (B) III
(C) II and III (D) I
(C) (D)
Q 10. The structure of the major product formed in the
Q 5. In the reaction
I Cl NaCN
DMF
following reaction I is
Cu / 
I 
 Product, is

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Cl Cl 7. Phenol
Q 1. In the reaction
NC SO3 H
(A) CN (B) I
NaOH
Cl CN 300°C Product, is
OH
(C) CN (D) I
Q 11. Reactivity order towards NaOEt,EtOH for (A) (B)
SO 3H
following comounds are
Cl Cl Cl
NO2
(C) OH (D) None of these
Cumene   (X) and (Y);
NO2 (i) O
Q 2. 2
(ii)H O,H 
2
NO 2 NO 2
(X) and (Y) respectively are
(I) (II) (III)
(A) toluene, propene
(A) III  II  I (B) II  I  III
(B) toluene, propylchloride
(C) I  II  III (D) III  I  II
(C) phenol, acetone
Q 12. 2,4,6-Trinitrochlorobenzene on warming with
(D) phenol, acetaldehyde
water produces:
(A) Chlorobenzene (B) Phenol Cl  CH 2CH 2CH3 
AlCl3
P
(C) Picric acid Q 3. (i) O2 / 
P   Q  Phenol
(D) no compound since C-Cl bond is stable (ii) H 2 O

Q 13. X 
AgNO3
HNO3
 Yellow or white ppt. The major products P and Q are

Which of the following cannot be X ?

Br
(A) and CH3CH 2CHO
(A) (B) CH3 3 CCl
+
CH 2Br N 2Cl¯
(B) and CH3COCH3
(C) (D)
Q 14. In the reaction,
NO 2 NO2
(A) (C) and CH3CH 2CHO
Br Br
N2 +Cl¯
(A) is (D) and CH3COCH3
(A) H3PO2 and H 2 O (B) Cu 2 Cl2 Q 4. Identify ‘C’ in the following

(C) HgSO4 / H2 SO4 (D) H / H 2 O + CH3 – CH – CH3
Cl 
Anhyld. AlCl3
HCl
(A)
4 
A  (B)   Phenol +  C 
O2 2 H SO dil.
403K 373K
(A) water (B) propanone
(C) ethanol (D) cumene hydroperoxide
Q 5. Benzene diazonium chloride on hydrolysis gives
(A) benzene (B) benzyl alcohol
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(C) phenol (D) chlorobenzene (D) RCOOH  PhOH  H 2O  H 2CO3

Q 6. Benzyl alcohol and phenol can be distinguished
Q 12. In the reaction
by the use of OH
(A) FeCl3 (B) Na
 CH3I / NaOH  Product, is
(C) Lucase reagent (D) None of these
Q 7. Acetophenone when reacted with a base, OH OH
CH 3
C2 H5ONa , yields a stable compound which has
CH3
the structure: (A) (B) CH3
CH 3 CH 3 OCH 3
C C
(C) (D) None of these
(A) OH OH OH
CH CH
(B) OH OH Q 13. R  COO  COR  Product, is
C = CH – C OH OH

(C) CH 3 O
CH – CH 2 – C
C–R
(D) CH 3 O C–R
(A) O (B) O
Q 8. Among the following four compounds O
(I) phenol (II) methyl phenol
(III) m – nitrophenol (IV) p-nitrophenol O–C–R
The acidity order is
(A) IV  III  I  II (B) III  IV  I  II (C) (D) None of these
(C) I  IV  III  II (D) II  I  III  IV
Q 9. Which statement is incorrect ?
(A) Phenol is a weak acid
(B) Phenol is an aromatic compound
(C) Phenol liberates CO2 from Na2CO3 solution
(D) Phenol is soluble in NaOH
Q 10. Which of the following reaction is not possible
OH ONa + H2 8. Reactions of Phenol
+ NaOH
(A) Q 1. In the reaction
OH + NaHCO3 OH
ONa + H2CO 3

(B)
ONa + NaHCO 3 
Br2 / H2O
 Product, is
OH + Na2CO 3 OH
(C) OH
(D) All are possible Br
Q 11. The correct acidic strength order is (A) Br (B)
(A) R  COOH  Ph  OH  H2 CO3  H2 O OH
Br Br
(B) RCOOH  H2 CO3  PhOH  H2 O
(C) R  COOH  H2 CO3  H2 O  PhOH
(C) Br (D) None of these

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Q 2. In the reaction OH OH
OH ,
(C) CHO CH 2OH
OH OH
 CHCl3 / NaOH  Product, is
,
OH OH (D) COOH CH 2OH
COOH CHO Q 7. In the reaction
OH
(A) (B)
OH OH
 CH3 I 
NOOH
 Product, is
CH3 CH
(C) COOH (D) CHO CH3
Q 3. Reimer- Tiemann reaction involves an
intermediate (A) (B)
(A) carbocation (B) carbonion OH
(C) free radical (D) carbene
Q 4. In the reaction
OH
(C) CH 3 (D) None of these
+ Q 8. In the reaction

1.NaOH
2. HO2 /150 C
 Product, is OCH2 CH2 CH 3
3. H 
OH OH
COOH CHO 
AlCl3

 Product, is
OH
(A) (B) OH
OH

CH
(A) CH3 CH3 (B) CH 2CH 2CH 3
(C) COOH (D) Both A & B OH CH3
Q 5. Aspirin is
(A) Acetyl salicylic acid CH
CH 3
(B) Acetyl salicydehyde (C) (D) Both A & C
(C) methyl salicyclic acid OH
(D) methyl salicycladehyde
Q 6. In the reaction  C2 H 5 I 
¯ OC2 H5
Anhyd. C2 H5OH

Q 9. ?
OH
C2 H5  O  C2 H5
1. CH 2 6 N 4 2. H  H 2 O2  NaOH (A)

 A 
B
C6 H5  O  C2 H5
A & B are (B)
OH OH C6 H5  O  C6 H5
(C)
,
(A) CHO OH C6 H 5 I
(D)
OH OH
,
Zinc
distillation
  A  
conc. HNO3
conc. H 2SO4  B
Q 10. Phenol
  C
(B) COOH OH
(B)  Zn
NaOH

In the above reaction, compounds (A), (B) and

(C) are
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(A) benzene, nitrobenzene and aniline

(B) benzene, dinitrobenzene and m-nitroaniline
(C) toluene, m-nitrobenzen and m- toluidine
(D) benzene, nitrobenzene and hydrazobenzene
Q 11. Which of the following is an appropriate set of
reactants for the preparation of 1-methoxy -4-
(A) (B)
nitrobenzene ?
O2N Br + CH3ONa

O2N ONa+CH 3 Br
(A) both A and B (B) only A
(C) only B (D) none of these (C) (D)
Q 12. Phenol on standing in air develops a red colour
due to formation of CH3CH = CH OH
Q 17. The reaction of with
(A) cyclohexane (B) resorcinol HBr gives
(C) phenoquinone (D) quinol
CH3CHBrCH 2 OH
Q 13. Phenol on treatment with conc. HNO3 gives (A)
(A) picric acid (B) O- & p-nitrophenols CH3CH2CHBr OH
(C) m-nitrophenol (D) none of these (B)
Q 14. Phenol on treatment with dil. HNO3 gives: CH3CHBrCH 2 Br
(A) o-and p-nitrophenols (C)
(B) o- and m-nitrophenols CH3CH2CHBr Br
(C) o- and m-nitrophenols (D)
(D) p- and m - nitrophenols Q 18. The reaction in which phenol differs from alcohol
is
OCH 3 (A) It undergoes esterification with carboxylic
Q 15. In the reaction 
HBr
?
acid
the products are
(B) It reacts with NH3
OH and CH 3Br
(A) (C) It forms yellow crystals of iodoform
Br and CH3Br (D) It liberates H 2 with Na metal
(B)
Br and CH3OH
(C) Q 19. The reaction of with
Br OCH3 and H2 HBr gives predominantly
(D)
Q 16. When phenol is treated with D2SO4 / D2O ,
some of the hydrogens get exchanged. The final
(A)
product in this exchange reaction is

(B)

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(D) would be
(C)

(A)

(D)
Q 20. Sodium phenoxide when heated with CO 2 under
pressure at 125°C yields a product which on
acetylation produces (C)
(B)

The major product (C) would be

(C)

(A) (B) (D)

Q 3. Which of the following acids is strongest ?
C6H5SO3H CH3COOH
(A) (B)
C H COOH
(C) 6 5 (D)
 COOH  2
(C) (D)
Q 4. Picric acid is a yellow coloured compound. Its
chemical name is
(A) trinitrobenzene
(B) 2,4,6- trinitrophenol
(C) trinitrotoluene
(D) trinitroaniline
Q 5. Phenol is heated with CCl4 and alk. KOH to form
9. Aromatic Acids salicylic acid. The reaction is known as
Q 1. Toluene reacts with excess of Cl2 in presence of
(A) Friedel – Crafts reaction
sunlight to give a product which on hydrolysis
(B) Rosenmund reaction
followed by reaction with NaOH gives:
(C) Reimer – Tiemann reaction
(D) Perkin’s reaction
Q 6. In the reaction,
(A) (B) C6 H 5CH 2cl 
aq. NaOH
  A  
Oxidation
Cu  NO3 
  B
2 ,
(B) is
(C) (D) None of these (A) benzoic acid (B) phenol
Q 2. In a set of reactions, ethylbenzene yielded a (C) cresol (D) benzyl alcohol
product (D) Q 7. When benzaldehyde is heated with acetic
anhydride in the presence of sodium acetate, the
product obtained is

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(A) cinnamic acid (B) phenyl acetic acid (B) zinc dust and sodium hydroxide
(C) benzoic acid (D) benzoic anhydride (C) zinc dust and soda lime
Q 8. Benzaldehyde when refluxed with aqueous (D) soda lime and zinc dust
alcoholic KCN forms Q 15. Which aromatic acid among the following is
(A) benzoic (B) benzene weaker than simple benzoic acid ?
(C) phenyl cyanide (D) phenyl isocyanide
Q 9. The reaction involving condensation of acetic
anhydride with an aromatic aldehyde by a
carboxylate ion is an example of
(A) aldol condensation (B) benzoin condensation
(A) (B)
(C) Perkin’s reaction (D) Wurtz reaction
Q 10. The reagent used to distinguish between
acetaldehyde and benzaldehyde is
(A) Tollen’s reagent (B) semicarbazide
(C) Fehling’s solution
(C) (D)
(D) 2,4-dinitrophenyl hydrazine
Q 16. Salicylic acid on bromination gives:
Q 11. The reaction,
(A) 2,46-tribromosalicylic acid
C6 H5CHO  CH3CHO  C6 H5CH  CHCHO
(B) 2,4,6- tribromophenol
is called (C) 2,4,6- tribromobenzoic acid
(A) benzoin condensation (D) p-bromosalicylic acid
(B) Claisen condensation Q 17. The organic products formed in the reaction,
(C) Perkin’s reaction 

(D) Cannizzaro’s reaction

C6 H5COOCFH3 
LiAlH4 ,H

are:
Q 12. When calcium benzoate and calcium formate are C6 H5CH 2OH CH3OH
heated, they form: (A) and
(A) benzaldehyde (B) acetophenone (B)
C6 H5CH2 OH and CH4
(C) benzophenone (D) acetaldehyde C H COOH CH4
Q 13. Acetophenone when reacted with a base, (C) 6 5 and
C2H5ONa, yields a stable compound which has C6 H5CH3 CH4
(D) and
the structure:

(A) Q 18.
The product ‘P’ in the above reaction is

(B)

(C)
(A) (B)

(D)
Q 14. Benzoic acid gives benzene on being heated with
‘X’ and phenol gives benzen on being heated
with ‘Y’. Therefore ‘X’ and ‘Y’ are respectivley: (C) (D)
(A) soda lime and copper
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10. Aniline & its reaction

Q 1. In the reaction
O
  C – Cl
CH 3CO O N a 1.NaN 3 2. 
Q 19. When reacts with 
2. Aqs. NaOH

(excess), the product formed is Product, is
O
C – NH2 NH 2

(A) (B)
O
(A) (B)
C – Cl OH

(C) (D)
Q 2. Which reagent is used to reduce nitrobenzene to
(C) aniline
(A) Zn/NHuCl (B) Zn / NaOH
(C) Zn / HCl (D) All of these
Q 3. In the reaction
NH 2

 CH3I / Py
(D) product, is
NHCH 3
NH2

Q 20. (A) (B) H3 C

NMe3

is (C) (D) None of these

(A)
BrCH2 COOH (B) OHC  COOH KMnO4 / H 
Q 4. Oxidation of aniline with
(C)
CH3COOH
(D)
 CH3CO2 O produces
NO 2 N2

(A) (B)
O

NH

(C) (D) O
Q 5. In the reaction
NH2


CH3CO3H
 Product, is

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NO 2 N2

(A) (B) (A)

O

NH (B)

(C) (D) O
Q 6. In the reaction
NH – NH
(C)
 Products is
HCl

NH 2 NH 2
(D)
Q 11. In the chemical reaction,

NH

NH2 The compounds A and B respectively are

(A) (B)
(A) nitrobenzene and chlorobenzene
NH2
(B) nitrobenzene and fluorobenzene
(C) benzene diazoniumchloride & fluorobenzene
(C) Both (A) & (B) (D)
(D) phenol and benzene
Q 7. An aromatic compound ‘A’
 C H N
7 9
on Q 12. Predict the product
reacting with at 0°C forms benzyl alcohol and
nitrogen gas. The number of isomer possible for
the compound ‘A’ is
(A) 3 (B) 5 (C) 6 (D) 7
Q 8. Phenyl isocyanide is prepared from aniline by
(A) Rosenmund’s reaction
(B) Reimer – Tiemann reaction
(C) Kolbe’s reaction (A) (B)
(D) Carbylamine reaction
Q 9. The correct sequence of reactions to be
performed to convert benzene into
m-bromoaniline is
(A) nitration, reduction, bromination (C) (D)
(B) bromination, nitration, reduction Q 13. Aniline reacts with ... to yield ..... as the final
(C) nitration, bromination, reduction product
(D) reduction, nitration, bromination (A) bromine , 2-bromoaniline
Q 10. Identify the product in the following reaction (B) bromine , 2,4,6- tribromoaniline
(C) chloroform/KOH, phenyl cyanide
(D) acetyl chloride, benzanilide
Q 14. In the following reaction sequence,

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Q 16.

(B) ?

The compounds (X) and (Y) respectively are

(A)

(B)

(A)
(C)

(D)
Q 17. p-Chloroaniline and anilinium bydrochloride
(B) can be distinguished by
NaHCO3
(A) Sandmeyer’s reaction (B)
(C)
AgNO3 (D) Carbylamine test
(C)

Q 18. Amongst the compounds given, the one that

would form a brilliant coloured dye on treatment
with
NaNO2 in dil. HCl followed by addition to
(D)
Q 15. In a reaction of aniline, a coloured product ‘C’ an alkaline solution of   naphthol is
was obtained

(A) (B)

The structure of ‘C’ would be

(C) (D)
(A)

(B)

(C)

(D)
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Å
11. Benzene Diazonium Salts 
Å Q 6. Coupling reaction of Ph N 2 Cl occur with
Q 1. R  N 2 Cl  can be isolated from reaction PhNH 2 in
mixture if R is
(A) mild basic Medium
(A) Ph-ring (B) CH3 – Group
(B) Strong basic Medium
(C) CCl3 – group (D) CH2=CH– Group
Å
(C) Mild acidic medium

Q 2. On Ph  N 2 Cl , Nucleophilic reaction is of (D) Strong acidic medium
following type Q 7. In the following reaction, the product (A)
(A) SN2 (B) SN1
(C) SNAr (D) None of these

Q 3.

(A) (A)

(B)
(B)
(C)

(C)
(D)
Å

Q 4. Coupling reaction with Ph N 2 Cl occur with (D)
Å
PhOH in 
Q 8. In strong acidic medium, coupling of Ph N 2 Cl
(A) mild basic medium with PhNH2 fails because
(B) Strong basic medium (A) PhNH2 becomes strong donar
(C) Acidic medium
PhNÅ2
(D) Neutral medium (B) Converts into Ph–N = NH
Å
Q 5. In strong basic medium, converts into
Å
Ph N H 3
(C) PhNH2 converts into
Ph  N 2 Cl converts into (D) None of these
OH Q 9. In the reaction
OH
(A)
N=N–O Å 
+PhN2Cl OH¯
Excess
(B) Product is
OH
O

(C)
N=N
(A) N = N – Ph
(D)

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OH
Ph – N = N N = N – Ph

(B) N = N – Ph (B)
N = N – Ph

(C)
(D) None of these (C)
Q 10. In the following compounds
N 2Cl

CH3 O2 N
I II III
Order of ease of coupling reaction is (D)
(A) III  II  I (B) II  I  III Q 13. Which of the following will be most stable
(C) III  I  II (D) II  III  I RN 2 X 
diazonium salt ?
Q 11. In the following compounds  
NH 2 NH2 NH2 CH3 N X
2 C6 H 5 N 2 X 
(A) (B)
CH CH N2 X
3 2 C6 H 5 CH 2 N2 X
NH3 O2 N (C) (D)
I II III Q 14. In the reaction,
The ease of coupling reaction is C6 H5 NH2 NaNO2  HCl
273 278K
CuCN
  B
(A) III  II  I (B) II  I  III
(A) KCN

H / H2O
(C) III  I  II (D) II  III  I   (C) the product (C) is
Q 12. The major product of the following reaction is C6 H5CH 2 NH 2 C6 H5COOH
(A) (B)
(C)
C6 H5OH (D) None of these

(A)

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Answer Key
1. Nitration, Sulphonation of Aromatic Ring 7. Phenol
(1). C (2). D (3). D (1). A (2). C (3). D
(4). B (5). C (6). B (4). B (5). C (6). A
(7). B (8). C (9). A (7). D (8). A (9). C
(10). A (11). A (12). A (10). C (11). B (12). C
(13). C (14). A (15). B (13). C

2. Halogenation of Aromatic Rings 8. Reaction of Phenol

(1). A (2). B (3). A (1). C (2). B (3). D
(4). C (5). A (6). C (4). D (5). A (6). A
(7). A (8). A (9). B (7). A (8). D (9). B
(10). A (11). A (12). B (10). D (11). A (12). C
(13). A (14). C (13). A (14). B (15). A
(16). A (17). B (18). C
3. Freedal Craft Alkylation/Acylation (19). A (20). B
(1). B (2). B (3). B
(4). D (5). A (6). B 9. Aromatic Acids
(7). A (8). A (9). A (1). C (2). D (3). A
(10). C (11). C (12). A (4). B (5). C (6). D
(13). A (14). B (15). D (7). A (8). A (9). C
(10). C (11). B (12). A
4. Preparation of Benzene (13). C (14). D (15). C
(1). A (2). C (3). B (16). B (17). A (18). B
(4). B (5). A (6). A (19). C (20). D
(7). B (8). B (9). C
(10). D (11). D (12). A 10. Aniline & its reaction
(13). A (14). B (1). B (2). C (3). B
(4). D (5). A (6). C
5. Aromatic Hydroarbon (7). B (8). D (9). C
(1). A (2). C (3). A (10). C (11). C (12). D
(4). B (5). C (6). D (13). B (14). B (15). B
(7). D (8). D (9). D (16). B (17). C (18).C
(10). A (11). B (12). A
(13). B (14). A (15). A 11. Benzene Diazonium Salts
(16). C (1). A (2). B (3). A
(4). A (5). B (6). C
6. Aryl Halides (7). D (8). C (9). B
(1). A (2). C (3). B (10). C (11). B (12). C
(4). A (5). B (6). B (13). B (14). B
(7). A (8). A (9). B
(10). D (11). A (12). C
(13). A (14). A

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