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16 – AROMATIC HYDROCARBONS

1. The IUPAC name of the given compound is 7. Carbon atoms in benzene molecule is inclined
_______. at an angle of ________.
(A) 120° (B) 180°
(C) 109°28' (D) 60°
8. Benzene has __________
(A) 3 delocalized electrons
(B) 4 delocalized electrons
(A) Trinitrophenol (C) 6 delocalized electrons
(B) Phenyltrinitrobenzene (D) 12 delocalized electrons
(C) 2,4,6-Trinitrophenol 9. On heating the mixture of sodium benzoate
(D) 1,3,6-Trinitrophenol and sodalime, product obtained is _________.
(A) Toluene
2. Write the IUPAC name of the following
(B) Phenol
compound?
(C) Benzene
(D) Benzoic acid
10. Most common reactions of benzene (aromatic
hydrocarbons) and its derivatives are
_______.
(A) Electrophilic addition reactions
(A) 2-Amino-4-hydroxybenzoic acid (B) Electrophilic substitution reactions
(B) 6-Amino-4-hydroxybenzoic acid (C) Nucleophilic addition reactions
(C) 3-Amino-4-carboxyphenol (D) Nucleophilic substitution reactions
(D) 2-Carboxy-5-hydroxyaniline
11. The reaction of benzene with chlorine in the
3. The CORRECT IUPAC name of the presence of FeCl3 gives _________.
compound is _______. (A) Benzene hexachloride
(B) Chlorobenzene
(C) Benzyl chloride
(D) Benzoyl chloride

12. The reaction of toluene with Cl2 in presence


(A) 2,4-Dinitronaline of FeCl3 gives predominantly _________.
(B) 1,2,3-Dinitroaminobenzene (A) m-Chlorotoluene
(C) 1,3-Dinitroaniline (B) Benzoyl chloride
(D) 1,3-Dinitro-5-aminobenzene (C) o and p-Chlorotouluene
4. The number of  and  bonds in a molecule of (D) Benzyl chloride
benzene is _____________.
(A) 6 and 9 (B) 9 and 3 13. Nitration of benzene by nitric acid and
(C) 12 and 3 (D) 6 and 6 sulphuric acid is _________.
5. The ratio of  and  bonds in benzene is (A) Electrophilic substitution
_______. (B) Electrophilic addition
(A) 2 (B) 4 (C) Nucleophilic substitution
(C) 6 (D) 8 (D) Free radical substitution
6. Benzene molecule is __________.
(A) Tetrahedral (B) Planar
(C) Pyramidal (D) Trigonal

114
14. Which of the following reactions takes place (D) electron deficient
when a mixture of concentrated HNO3 and Anhdrous
22. C6H6 + CH3Cl 
AlCl3
C6H5CH3 + HCl is
H2SO4 reacts on benzene at 350 K?
(A) Sulphonation an example of __________.
(B) Nitration (A) Friedel-Craft's reaction
(C) Hydrogenation (B) Kolbe's synthesis
(D) Dehydration (C) Wurtz reaction
(D) Grignard reaction
15. Electrophile that participates in nitration of
benzene is _________ 23. Which equation represents an example of
+ Freidel-Craft’s reaction?
(A) NO+ (B) NO2 AlCl
 (A) C6H6+C2H3Cl  3
 C6H5C2H5+ HCL
(C) NO (D) NO3 ZnCl
(B) C6H5OH + HCl  C2H5Cl + H2O
2

16. The compound that is most reactive towards (C) C2H5Br + Mg  Ether
 C2H5MgBr
electrophilic nitration is ________ (D) All of these
(A) Toluene (B) Benzene
(C) Benzoic acid (D) Nitrobenzene 24. Benzene reacts with CH3COCl in the presence
of AlCl3 to give __________.
17. When nitrobenzene is heated with fuming (A) C6H5Cl
HNO3 and conc. H2SO4 the product would be (B) C6H5COCl
______. (C) C6H5CH3
(A) T.N.T. (B) T.N.B. (D) C6H5COCH3
(C) D.D.T. (D) T.E.L.
25. Chemical name of the insecticide gammexane
18. In the benzene sulphonation, the active is ________.
species (A) DDT
is ________. (B) Benzene hexachloride

(A) HSO4 (B) SO3 (C) Chloral
2 (D) Hexachloroethane
(C) SO2 (D) SO4
26. After ozonolysis of benzene (before
19. What is the electrophile when RCl + A1Cl3 hydrolysis), the unstable intermediate product
are used in Friedel Craft's reaction? obtained is __________.
 (A) Benzene triozonide
(A) Cl+ (B) AlCl4
(B) Glyoxal
+
(C) R+ (D) AlCl2 (C) Ethanediol
(D) Benzene oxide
20. The function of anhydrous aluminium
27. The oxidation of benzene by V2O5 in the
chloride in Friedel-Crafts reaction is
presence of air produces ________.
_________.
(A) benzoic acid
(A) to absorb water
(B) benzaldehyde
(B) to absorb hydrochloric acid
(C) benzoic anhydride
(C) to produce an electrophile
(D) maleic anhydride
(D) to produce a nucleophile
28. Which among the following is the strongest
21. Anhydrous AlCl3 is used in the Friedel-Craft's o, p-direction group?
reaction because it is _________. (A)  OH
(A) electron rich (B)  Cl
(B) soluble in ether (C)  C6H5
(C) insoluble to chloride and aluminium (D)  Br
ions

Aromatic Hydrocarbons 115


29. Which one of the following will undergo meta (C) Bromobenzene
substitution on mochlorination? (D) Chloroethene
(A) Ethoxy ethane
35. Given:
(B) Chlorobenzene
(C) Ethyl benzoate
(D) Phenol

30. Select the TRUE statement about benzene


from amongst the following.
(A) Because of unsaturation benzene easily
undergoes addition reactions
(B) There are three types of C  C bonds in
benzene molecule.
(C) There is a cyclic delocalization of 
electrons in benzene. The enthalpy of hydrogenation of these
(D) Monosubstitution of benzene group compounds will be in the order of
gives three isomeric substances. (A) I > II > III (B) III > II > I
(C) II > III > I (D) II > I > III
31. In which of the following molecules, all atoms
are coplanar? 36. Amongst the following compounds, the
decreasing order of reactivity towards
electrophilic substitution is ______.

(A) III > I > II > IV


(B) IV > I > II > III
(C) I > II > III > IV
32. In the reduction of ethylbenzene in presence
(D) II > I > III > IV
of Ni catalyst, which one of the following
37. Which one of the following compounds is
products is formed?
aromatic?
(A) Diphenyl
(B) Ethylcyclohexane
(C) Xylene
(D) Cyclohexane

33. In Friedel Craft’s alkylation, besides AlCl3 the


other reactants are ________.
(A) C6H6 + CH3Cl
(B) C6H6 + CH4
(C) C6H6 + NH3
(D) C6H6 + CH3COCl

34. Which of the following can be used as the (A) (i)


halide component for Friedel-Craft’s reaction? (B) (ii)
(A) Isopropyl chloride (C) (iii)
(B) Chlorobenzene (D) (iv)

Aromatic Hydrocarbons 116


HNO3 Cl2
38. C6H6 
H 2 SO4
 X 
FeCl3
 Y. In the above (A) Deactivating groups are ortho and para
directing groups.
sequence Y is ___________.
(B) Reaction of benzene with
(A) 1-Nitrochlorobenzene
1-chloropropane and anhydrous AlCl3
(B) 3-Nitrochlorobenzene
gives n-propylbenzene
(C) 4-Nitrochlorobenzene
(C) Electrophilic substitution of benzene
(D) 1,2-Nitrochlorobenzene
takes place via -complex
39. Which one of the following statement is (D) Cyclohexadiene is an aromatic
CORRECT? compound.
HHH

Aromatic Hydrocarbons 117

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