WORKSHEET-3

CHEMISTRY (ETEA) Chapter # 9

Worksheet-3
(Aromatic Hydrocarbons)
1. The resonance energy of benzene is: USE THIS SPACE FOR
SCRATCH WORK
A. 358.5 kJ/mole B. 152 kJ/mole
C. +150.5 kJ/mole D. 208 kJ/mole
2. Which of the following acid can be used as a catalyst in
Friedel-craft’s reaction?
A. AlCl3 B. BeCl2
C. HNO3 D. NaCl
3. Benzene undergoes catalytic oxidation at 450oC in the
presence of V2O5 and the resulting product on
hylozoists gives:
A. Acetylene B. Benzoic acid
C. Maleic acid D. Acetone
4. In benzene ring, all the carbon atoms are at the angle
of:
A. 120o B. 190o
C. 109.5o D. 145o
5. During nitration of benzene, the active nitrating agent is:
A. NO3- B. NO +2

C. NO -2 D. HNO3
6. Aromatic compounds burn with sooty flame because:
A. They have high %age of hydrogen
B. They have a ring structure
C. They have high % age of carbon
D. They resist reaction with air
7. Benzene cannot undergo:
A. Substitution reactions B. Oxidation reactions
C. Addition reactions D. Elimination reactions
8. Which of the following reactions confirm the presence of
unsaturation in benzene
A. Bromination in the presence of sunlight
B. Catalytic oxidation
C. Bromination in the presence of FeBr3
D. Oxidation by acidified KMnO4
9. Which of the following does not contain isolated rings USE THIS SPACE FOR
Your STEP Towards A Brighter Future! 731
CHEMISTRY (ETEA) Chapter # 9

SCRATCH WORK
A. Biphenyl B. Diphenyl methane
C. Phenanthrene D. Tetraphenyl methane
10. The conversion of n-hexane into benzene by heating in
the presence of Pt is called:
A. Isomerization B. De-alkylation
C. Aromatization D. Rearrangement
11. Which of the following compounds is the most reactive
one:
A. Benzene B. Ethene
C. Ethane D. Ethyne
12. Among the following compounds which one of the
following can be prepared by Wurtz-Fittig reaction?
A. Toluene B. Benzene
C. Nitrobenzene D. Chlorobenzene
13. Which one of the following compound most readily
oxidized to benzoic acid:
A. Toluene B. Nitrobenzene
C. Benzene D. Chlorobenzene
14. Heating of sodium salt of benzoic acid with soda lime
gives:
A. Benzene B. Cyclohexane
C. Toluene D. Phenol
15. Toluene reacts with CH3Cl in the presence of
anhydrous AlCl3 to form:
A. Diphenyl methane B. Meta-xylene
C. ortho and para xylenes D. 1,3,5-Triethyl benzene
16. The nature of –COOH group is:
A. Ortho and para directing
B. Meta directing only
C. Para directing only
D. Ortho and meta directing

17. Select the compound among the following which is an USE THIS SPACE FOR
SCRATCH WORK
Your STEP Towards A Brighter Future! 732
CHEMISTRY (ETEA) Chapter # 9

aromatic hydrocarbon only.

A. Toluene B. Nitro benzene
C. Aniline D. Alanine
18. Phenol react with concentrated nitric acid to form?
A. Picric acid B. Benzoic acid
C. Phthalic acid D. Carbolic acid
19. Wurtz-Fittig reaction is used to prepare:
A. Branch chain alkanes B. Polyhydric alcohols
C. Alkyl aromatic hydrocarbons D. Symmetrical ethers
20. The name of the following compound is

A. Benzyl chloride C. Phenyl chloride

B. Benzal chloride D. Benzo chloride
21. Oxidation of Alkyl benzene by acidified KMnO4
produces:
A. Benzoic acid B. Propanoic acid
C. Butanoic acid D. Hexanoic acid
22. Benzophenone is produced when benzene reacts with:
A. Benzene B. Acetyl chloride
C. Benzoyl chloride D. Benzal chloride
23. Hydrolysis of benzene sulphonic acid with super-heated
steam or by boiling with dil. HCl gives:
A. Toluene B. Benzene
C. Xylene D. Chlorobenzene
24. Ortho and para directing groups release electron
density to the benzene ring. Which of the following is
ortho, para directing group
A. – NH2 C. – COOH
B. – CN D. –CHO

USE THIS SPACE FOR

25. Benzene reacts with acetyl chloride in presence of SCRATCH WORK

Your STEP Towards A Brighter Future! 733

CHEMISTRY (ETEA) Chapter # 9

catalyst AlCl3 to give:

A. Aldehyde B. Benzyl Chloride
C. Acetophenone D. Benzophenone

Your STEP Towards A Brighter Future! 734

CHEMISTRY (ETEA) Chapter # 16

ANSWER KEY (Worksheet-3) 3. (C) Benzene is not oxidized by KMnO4 or

1 B 11 B 21 A K2Cr2O7 at room temperature. The ring is
2 A 12 A 22 C destroyed when benzene is strongly
3 C 13 A 23 B heated with air in the presence of V2O5 as
4 A 14 A 24 D a catalyst.
5 B 15 C 25 C
6 C 16 B
7 D 17 A
8 A 18 A
9 C 19 C
10 C 20 B
ANSWER EXPLAINED
1. (B) The resonance energy of benzene is 4. (A) All carbons of benzene ring are sp2
+152.0kJmol-1. hybridized which gives benzene a planer
Calculation for resonance energy: structure with all bond angles of 120o.
 Heat of hydrogenation of 1,3,5-
cyclohexatriene = 3 x -120. 5. (B) When benzene is treated with a mixture
= -360 kJmol-1 of concentrated nitric acid and
 Heat of hydrogenation of benzene concentrated sulphuric acid at a
= -208.0kJmol-1 temperature not exceeding 50°C. As
 According to the definition of temperature increases there is a greater
resonance energy chance of getting more than one nitro
= Actual heat of hydrogenation of group, -NO2, substituted onto the ring.
benzene – Heat of hydrogenation of
1,3,5-cyclohexatriene (hypothetical) Nitrobenzene is formed.
= -208.0 – (-360)
= +152.0 kJmol-1
2. (A) Friedel–Crafts alkylation involves the or
alkylation of an aromatic ring with an
alkyl halide using a strong Lewis acid The concentrated sulphuric acid is acting
catalyst. With anhydrous aluminium as a catalyst.
chloride as a catalyst, the alkyl group
attaches at the former site of the chloride 6. (C) Aromatic compounds have high % age of
ion. carbon.
7. (D) Elimination, hydroxylation and
polymerization reactions are not given by
benzene.

Your STEP Towards A Brighter Future! 735

CHEMISTRY (ETEA) Chapter # 16

8. (A) Benzene adds three molecules of bromine 14. (A) Heating of sodium salt of benzoic acid
in the presence of sunlight. This reaction with soda lime gives benzene.
confirm the presence of three double
bonds alternating with three single bonds.

15. (C) Toluene reacts with CH3Cl in the

9. (C) Those aromatic compounds in which the
benzene rings are fused together at ortho
positions so that the adjacent rings have a
common carbon to carbon bonds, e.g.
phenanthrene
presence of anhydrous AlCl3
to form o-and p-xylenes.
16. (B) –COOH group is a meta directing group.
17. (A) Toluene is a pure hydrocarbon its
molecular formula is C7H8 and it also
known as methyl benzene.

18. (A) Phenol react with concentrated nitric acid

to form picric acid.
10. (C) The conversion of aliphatic or alicyclic
compounds to aromatic hydrocarbons is
called aromatization.

19. (C) Wurtz-Fittig reaction is used to prepare

Alkyl aromatic hydrocarbons.

20. (B) The name of the following compound is

11. (B) The most reactive one among the Benzal chloride.
following is ethene.
12. (A) Wurtz-Fittig reaction gives alkyl aromatic
compounds or alkyl benzenes like
toluene.

13. (A) The compound that most readily oxidized

of benzoic acid of toluene.

Your STEP Towards A Brighter Future! 736

CHEMISTRY (ETEA) Chapter # 16

21. (A) Oxidation of Alkyl benzene by acidified

KMnO4 produces Benzoic acid.

22. (C) Benzophenone is produced when benzene

reacts with benzoyl chloride.
23. (B) Hydrolysis of the benzenesulfonic
acids with dilute HCl at 150oC, under
pressure, yields the parent arene (- not the
phenol!) The hydrolysis is the exact
reverse reaction of the sulfonation
process. ... The ring is deactivated and
the sulfonic acid group is 3-directing to
electrophiles.

24. (D) Benzene has hexagonal structure.

25. (C) Benzene reacts with acetyl chloride in

presence of catalyst AlCl3 to give
acetophenone.

Your STEP Towards A Brighter Future! 737