Multiple Choice Questions

G.C.E. Advanced Level Examination 1991-2017

Unit 8 (Hydrocarbons)

chemistry 08/1/nat/em/20

Theory - 2020

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Sachith
Sri Lanka National
EXAMINATIONS Herath
 Infinite Chemistry

Hydrocarbons
Organic Chemistry

ith
Unit 8
G.C.E. Advanced Level Examination - 1991(10,17)

1. Which one of the following will not tend to react with bromine water ?
OH
CH3
(1) CH2 = CHCH3 (2) CH3 – CH = CHCH3 (3)

OH OH
O2N NO2
(4) (5)

th
CH3 NO2

2. Which one of the following compounds exists in optically active forms?

ch CH3 Cl CH3 CH3 CH3 H H H H H

ra
(1) C=C (2) C=C (3) C=C (4) C=C (5) C=C
CH3 H H Cl Cl CH3 H ClCHCH3 H CH2CH2CH3

G.C.E. Advanced Level Examination - 1992(28,60) He

3. It has become necessary to synthesise C6H5COC6H5, starting with benzene. Which one of the
following is most suitable as the first step for this synthesis?

(1) Reacting benzene with concentrated HNO3

(2) Reacting benzene with a mixture of concentrated HNO3 / concentrated H2SO4
(3) Reacting benzene with Br2
(4) Reacting benzene with Cl2 / anhydrous AlCl3
(5) Reacting benzene with C6H5Br / anhydrous FeBr3

4. Which one of the following is most relevant in connection with the addition reaction that occurs
between C2H4 and Br2?
Sa

–
(1) H2C = CH2 :Br- H2C — CH2 — Br
+
(2) H2C = CH2 + Br+ H2C — CH2 — Br
+δ -δ + –
(3) H2C = CH2 Br — Br H2C — CH2 — Br + :Br
–δ +δ – +
(4) H2C = CH2 Br — Br H2C — CH2 — Br + Br
+ – +
(5) H2C = CH2 Br — Br H2C — CH2 — Br
Page 1

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry

G.C.E. Advanced Level Examination - 1993(54)

5. It has become necessary to synthesise C6H5D making use of C6H6 and D2O. Which one of the

ith
following initial courses of reaction is the most-appropriate for this purpose?
(1) C6H6 + concentrated HNO3 (2) C6H6 + D2O + anhydrous AlCl3
(3) C6H6 + Br2 + FeCl3 (4) C6H6 + PCl5 +D2O
(5) C6H6 + concentrated HNO3 + D2O

G.C.E. Advanced Level Examination - 1994(13,52)

6. It has become necessary to synthesize COOH starting from benzene. Which one of the

following is the most appropriate initial step?

(1) Reacting benzene with CH3COCl/anhydrous AlCl3.
(2) Reacting benzene with Cl2/Fe.
(3) Reacting benzene with concentrated HNO3 / concentrated H2SO4.

th
(4) Reacting benzene with concentrated H2SO4.
(5) Reacting benzene with CH3Cl/ anhydrous AlCl3.
ch
ra
7. It has become necessary to prepare 1120 ml of ethyne at s.t.p. If ethyne behaves as an ideal gas, how
much of calcium carbide is necessary for this purpose? (Ca=40; C=12)
(1) 6.4g (2) 5.6g (3) 3.2g (4) 2.8g (5) 1.6g

G.C.E. Advanced Level Examination - 1995(28)

He
8. Bromine water reacts with

(1) COCH3 (2) NO2 (3) F (4) OCH3 (5) All of the above.

G.C.E. Advanced Level Examination - 1996 (Q-20, 52, 53)

9. Which one of the following will undergo nitration most readily ?

Sa

(1) C6H5COCH3 (2) C6H5C1 (3) (4) C6H5OCH3 (5) C6H5CH2CH3

10. It has become necessary to synthesise C6H5CH=CH2 starting from benzene. Which one
of the following is the most appropriate starting step for this purpose ?
(1) C6H6 +CH3Cl + anhydrous AlCl3
(2) C6H6 + concentrated HNO3 / Concentrated H2SO4
(3) C6H6+ CH3COCl + anhydrous AlCl3
(4) C6H6 + concentrated HNO3/ concentrated HCl /CH3CH2OH
(5) C6H6 + ClCH2CH2OH in the presence of ultra-violet radiation
Page 2

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry

11. Which one of the following steps is most likely to occur in the mechanism of the addition
of bromine to propene?

ith
(1) CH2 = CH Br – Br (2) CH2 = CH Br+ (3) CH = CH2 .Br
–

–
CH3 CH3 CH3
:Br–

(4) CH = CH2 (5) CH = CH2 Br – Br

–

–
CH3 CH3

G.C.E. Advanced Level Examination - 1997 (Q-8, 57)

12. Aqueous Pb(NO3)2 / HNO3

(1) gives a precipitate with ClCH = CHCH2COBr.

th
(2) gives a precipitate with BrCH2CH2COOH.
(3) gives a precipitate with I2CHCH2COCH2CH2Br.
(4) gives a precipitate with C6H5I
ch
(5) does not give a precipitate with any of the above.

ra
13. The straight-chain hydrocarbon of molecular formula, C11H20 was subjected to oxidation
under vigorous oxidizing conditions. In this reaction, the reactive carbon-carbon bonds
were broken, and two carboxylic acids were obtained as products. This hydrocarbon
He
(1) is likely to be CH3CH= CHCH2CH2CH2CH = CHCH2CH2CH3.
(2) is likely to be CH3CH2CH = CHCH2CH2CH2C≡CCH2CH3.
(3) is likely to be CH3CH2CH=C=CHCH2CH2CH2CH2CH2CH3.
(4) is likely to be CH3CH2CH2C = CCH2CH2CH2CH=CHCH3.
(5) is likely to be CH3C = CCH2CH2CH2C = CCH2CH2CH3.
G.C.E. Advanced Level Examination - 1998(12)
14. which one of the following statements concerning the C2H2 molecule is most appropriate?
Sa

(1) In the C2H2 molecule there is 1 covalent bond.

(2) In the C2H2 molecule there are 2 covalent bonds.
(3) In the C2H2 molecule there are 3 covalent bonds.
(4) In the C2H2 molecule there are 4 covalent bonds.
(5) In the C2H2 molecule there are 5 covalent bonds.
Page 3

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry

G.C.E. Advanced Level Examination - 1999(Q-30, 53)

15. Which one of the following compounds will exhibit geometrical isomerism and optical

ith
isomerism?
CH3 CH3
(1) CHF = CH - CH (2) CF2 = CH - CH (3) CHF = CH - CHF
CH3 CH2CH3 CH3

(4) CHF = CH - CF2 (5) None of the above will exhibit both geometrical isomerism
CH3 and optical isomerism.

16. Which one of the following statements concerning the ethyne molecule is most appropriate?
(1) In the ethyne molecule there is one σ bond.
(2) In the ethyne molecule there are two σ—bonds.
(3) In the ethyne molecule there is one π— bond.

th
(4) In the ethyne molecule, the two π—bonds are perpendicular to one another.
(5) In the ethyne molecule, the angle between the two planes of the two π—bonds is 90°.
ch
ra
G.C.E. Advanced Level Examination - 2000(26,29)
17. Consider the three carbonium ions, a,b, and c.
CH3 CH3
He
–

+
CH3 – CH2 CH3 – C+ CH3 – C+
–

CH3 H
a b c
The order of stability for the ions is
(1) c> b> a (2) a > b > c (3) b >c> a (4) c> a> b (5) b>a>c

18. Which of the following steps does not take place during the free radical reaction of Cl2 with
methane in the presence of light?
Sa

(1) Cl2 ⇾ Cl + Cl (2) CH3 + Cl ⇾ CH3Cl (3) CH3 + Cl2 ⇾ CH3Cl + Cl

(4) CH4 ⇾ CH3 + H (5) CH4 + Cl ⇾ CH3 + HCl

G.C.E. Advanced Level Examination - 2001(33,34,35,38)
19. The heat given out in the reaction

+ H2 is 121 kJ mol-1
cyclohexene

If, under the same conditions, the heat given out in the reaction

+ 3H2

(1) x < 121 (2) 363 > x > 121 (3) x = 363 (4) 726 > x > 363 (5) x=726
Page 4

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry
20. Which of the following can 4-chloro-2-pentene exhibit?
(1) only geometrical isomerism. (2) only optical isomerisjxi.

ith
(3) both geometrical and optical isomerism. (4) only chain isomerism.
(5) only structural isomerism.

21. Which of the following best represents the first step in the mechanism of addition of Br2 to an
–
alkene? Br

(1) C=C (2) C=C (3) C=C (4) C=C (5) C=C
d+ d- d+ d- + – + – Br
+
Br — Br Br — Br Br Br Br Br
22. The compound X(C7H8) has neither cyclic groups nor bouble donds. How many triple bonds does
X have?

th
(1) 3 (2) 2 (3) 4 (4) 1 (5) 6

G.C.E. Advanced Level Examination - 2002(34,37)

23. Which of the following most correctly depicts a step in the reaction of Cl2 with methane in
chthe presence of sunlight?

ra
He

24. Nitration of benzoic acid is an electrophilic substitution reaction' The intermediate most likely to
Sa

be formed during the reaction is : Page 5

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry
G.C.E. Advanced Level Examination - 2003(32,34)

25. Which of the following compounds would yield 2-bromo-2,4-dimethylhexane as the main

ith
product of reaction with HBr?
(1) CH3–CH–CH2–C=CH–CH3
— (2) CH3–CH–CH=C–CH2–CH3

—
CH3 CH3 CH3 CH3

(3) CH3–C=CH–CH–CH2CH3 (4) CH3CH–CH2–CH–CH=CH2

—

—
CH3 CH3 CH3 CH3

(5) CH3–CH2–C–CH2–CH–CH3
—
—

CH2 CH3
26. Consider the following reaction scheme.

th
compound B
ch
(1) pentanal. (2) 2-bromopentanal. (3) 2-pentanone.

ra
(4) l-bromo-2-pentanone. (5) 2-bromo-pent-l-ene.

G.C.E. Advanced Level Examination - 2004(23,31,34)

He
27. Consider the following compound:
a b c d
O2N OCH3
a b c d
At what positions will bromination occur when the above compound is heated with
Br2/FeBr3?
(1) a and b (2) b and c (3) a and c (4) c (5) d
Sa

28. The average bond energies of C  C and C = C bonds are 835 kj mol-1 and 610 kj mol-1
respectively. The most reasonable value of the average bond energy of the C-C bond in
-1
kj mol is,
(1) 835-610 (2) 835/3 (3) 610/2 (4) 610-(835-610) (5) (835+610)/5

29. Which arrangement gives the correct increasing order of bond lengths, of the bonds
labelled a, b, c and d in the following molecule?
c d

CH–C≡C–CH2–CH=CH2
—

a CH3 b
(1) a < b < c < d (2) a < c < b < d (3) c < a < d < b
(4) c < d < a < b (5) d < c < b < a
Page 6

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry

G.C.E. Advanced Level Examination - 2005(8,11,15,24,29)

30. Which one of the following compounds has the largest dipole moment?

ith
(1) cis ClCH=CHCl (2) CO2 (3) Cl2C=CCl2
(4) CCl4 (5) trans ClCH=CHCl

31. Consider the: following carbocations

Which of the following gives the correct increasing order of stability of the above
carbocations?

th
(1) III < I < II < IV (2) III < I < IV < II (3) IV < II < I < III
(4) I < II < III < IV (5) II < IV < I < III
ch
ra
32. Which step given below makes the largest contribution to the yield of CH3CI in the
following reaction?
Cl2
CH4 light
CH3Cl
He
(1) CH3 + Cl → CH3Cl
+ –
(2) CH3· + Cl → CH3Cl
–

· ·
(3) CH3 + Cl → CH3Cl (4) CH3 + Cl2 → CH3Cl + Cl
+ +

·+ ·
(5) Cl + CH4 → CH3Cl + H

33. For the species NO2, NO-2 and NO2+ , the correct order of the bond angle is,
(1) NO2- > NO2 > NO2+ (2) NO2+ > NO2 > NO2- (3) NO2- > NO2 = NO2+
Sa

(4) NO - > NO + > NO

2 2 2 (5) NO + > NO - > NO
2 2 2

34. A test tube contains 1-hexyne and another 2-hexyne. Which of the following would you
add to each of the two test tubes to distinguish between 1-hexyne and 2-hexyne?
(1) dilute H2SO4 and HgSO4 (2) Br2/CCl4 (3) alkaline KMnO4
(4) ammoniacal AgNO3 (5) aqueous Na2CO3

G.C.E. Advanced Level Examination - 2006(1,6,36)

35. The oxidation number and valency of the carbon atom in CH2Cl2 are respectively,
(1) -2 and 4. (2) +2 and 4 (3) 0 and 4. (4) +4 and 0 (5) 0 and +2.
Page 7

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry
36. Which one of the following molecules has the largest dipole moment?

ith
37. The function of the FeBr3 catalyst in the reaction of bromine and benzene is to
·
(1) serve as a radical initiator to generate Br
(2) stabilize the carbocation intermediate.
(3) destabilize the carbocation intermediate.
(4) act as a Lewis acid to activate bromine.

th
(5) act as a Lewis acid to activate benzene.

G.C.E. Advanced Level Examination - 2007(9,20)

CH3 COCH3 OCH3
ch
ra
38.

A B C
The correct order of ease of nitration of the compounds A, B and C is
(1) A < B < C (2) A < C < B (3) B < C < A
He(4) B < A < C (5) C < B < A

39.

The correct increasing order of stability of the carbonium ions (carbo-cations) A, B, C, D

Sa

and E is,
(1) B < C < D < E < A (2) B < E < C < D < A (3) B < D < E < C < A
(4) A < B < C < D < E (5) E<D<C<B<A
Page 8

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry
G.C.E. Advanced Level Examination - 2008(38)

40. Which of the following statements are true regarding hydrocarbons?

ith
(A) All the carbon atoms in a hydrocarbon molecule may be sp3 hybridised.
2
(B) The number of sp hybridised carbon atoms, if any, should be even.
(C) The number of sp hybridised carbon atoms, if any, should be odd.
(D) They may be solids, liquids or gases at room temperature.

(1) (A), (B) and (D) (2) (A), (B) and (C) (3) (B) and (C)
(4) (A), (B), (C) and (D) (5) (C) and (D)

G.C.E. Advanced Level Examination - 2009(22,27,39)

41.

th
The correct increasing order of stability of the carbocations A, B and C is,
ch
ra
(1) A < B < C (2) C < A < B (3) B < C < A
(4) A < C < B (5) C < B < A

42. What product would you expect when the compound undergoes
bromination with Br2 and FeBr3?
He
Sa

43. In which of the following solvents weald hexane have the lowest solubility?
(1) Dichloromethane (2) Diethyl ether (3) ethanol
(4) Ethyl acetate (5) Propanone

G.C.E. Advanced Level Examination - 2010 (Q-4, 6, 17, 28)

3 3 3
44. When 100 cm of a hydrocarbon was completely burnt in 600 cm of oxygen, 300 cm of
3
carbon dioxide and 400 cm of water vapour were formed. The oxygen remained
3
unreacted after the combustion was 100 cm . All volumes were measured at the same
temperature and pressure. The formula of the hydrocarbon is,
(1) C2H4 (2) C2H6 (3) C3H6 (4) C3H8 (5) C4H8
Page 9

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry
45. The increasing order in the rate of reaction of the compounds A, B, C and D given, when
taking part in electrophilic substitution reactions is,

ith
Cl OH CH3

A B C D

(1) A < B < C < D (2) B < D < A < C (3) B < A < C < D
(4) B < A < D < C (5) D < B < A < C

46. Consider the statements given below regarding 1-butyne.

(a) All carbon atoms of this molecule lie on the same straight line
(b) It reacts with NaNH2 and evolves H2.

th
(c) It decolourizes bromine water.
(d) It reacts with Ag+ and forms a silver mirror.

Which of the above statements is/are true?

ch
ra
(1) (a), (b) and (c) only (2) (b), (c) and (d) only (3) (c) and (d) only
(4) (c) only (5) (d) only

47. Which of the following correctly represents a step in the mechanism of the chlorination of
He
methane?
Sa

Page 10

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry

G.C.E. Advanced Level Examination - 2011(11,13)

ith
48. The increasing order of the rate at which the following compounds undergo nitration is,
NO2 OH CH3

A B C D

(1) A<C<D<B (2) A<D<C<B (3) A<D<B<C

(4) D<A<C<B (5) D<C<A<B

49. Which of the following represents a correct step of the mechanism of the reaction between
propene and HBr?

th
ch
ra
He

G.C.E. Advanced Level Examination - 2012(Q-13, 23, 24)

Sa

50. a b c d e
CH3 — CH2 — C ≡ C — CH = CH2
Which of the following arrangements gives the correct increasing order of the bond
lengths of the bonds labelled as a, b, c, d and e in the above molecule?

(1) a < b < d < e <c (2) c < d < e < b < a (3) c < e < d < a < b
(4) c < e < d < b < a (5) d < c < e < b < a
Page 11

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry

51. (A) CH3CH2CH=CH2 (B) CH=CH2

(C) CH=CH-CO2H (D) (CH3)2C=CH2

ith
Which of the following arrangements gives the correct increasing order of the reactivities
of the above compounds towards Hbr?
(1) B < A < C < D (2) B < A < D < C (3) C < B < A < D
(4) C < D < B < A (5) D < A < B < C

52. Ammoniacal CuCl can be used to distinguish between CH3C≡ CH and CH3CH =CH2
because,
(1) CH3C≡CH is oxidized by CuCl faster than CH3CH=CH2
(2) CH3C≡CH is reduced by CuCl faster than CH3CH=CH2.
(3) CH3C≡CH can oxidize Cu+ to Cu2+ while CH3CH=CH2 cannot.
+
(4) CH3C≡ CH contains an acidic hydrogen which can be displaced by Cu while
CH3CH=CH2 does not.

th
(5) CH3C≡ CH undergoes an electrophilic addition reaction with CuCl while
CH3CH=CH2 does not.

G.C.E. Advanced Level Examination - 2013(Q-23, 24)

ch
ra
53. Predict the major product that will be obtained from the bromination of the following
compound with Br2/FeBr3. O
=

NH—CH2CH2—C
He
O Br O
=
=

(1) NH—CH2CH2— C (2) NH—CH2CH2— C Br

O Br O
=
=

(3) Br NH—CH2CH2— C (4) NH—CH2CH2— C Br

Sa

O
=

(5) Br NH—CH2CH2— C Br

54. Which of the following reactions is not likely to take place during chlorination of methane
in the presence of light?
.
(1) Cl — Cl 2 Cl
. .
(2) CH4 + Cl CH3Cl + H
. .
(3) CH4 + Cl CH3 + HCl
. .
(4) CH3 + Cl2 CH3Cl + Cl
. .
(5) CH3 + Cl CH3Cl
Page 12

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry
G.C.E. Advanced Level Examination - 2014(Q-8)
55. Which of the following reactions is not likely to take place during nitration of benzene?

ith
H NO2
NO2 –
(1) + HSO4 + H2SO4
+

+ +
(2) H – O – NO2 ⇌ H2O + NO2
:
–

+ NO2 NO2
–
(3) + HSO4 + H2SO4

th
+ –
: :

(4) H – O – NO2 + HOSO3H ⇌ H – O – NO2 + HSO4

– :

H
H
ch
ra
(5)
+ NO2
+ NO2
+

G.C.E. Advanced Level Examination - 2015(Q-8,17)

He
56. Which of the following reactions correctly represents a propagation step in the free radical
chlorination reaction of methane?
hν
(1) Cl — Cl Cl + Cl (2) Cl + Cl Cl — Cl

(3) CH3 Cl — Cl CH3Cl + Cl (4) H — CH3 + Cl CH3Cl + H

Sa

(5) H — Cl + CH3 CH3Cl + H

HgSO4 FeBr3
57. C6H5 – C ≡ C — C6H5 A B
dil. H2SO4 Br2
In the reaction scheme given above, the structures of A and B are respectively,
(1) C6H5COCH2C6H5, COCH2 (2) C6H5COCH2C6H5, Br COCH2 Br
Br Br
Br
(3) C6H5COCOC6H5, COCO (4) C6H5CH = C — C6H5, CH — C
Br Br OH Br OH

(5) C6H5CH2COC6H5, Br CH2CO

Br
Page 13

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry
G.C.E. Advanced Level Examination - 2017(Q-16|24)
58. Which of the following is not a resonance structure of aniline?

ith
59. Consider the following reaction.

The most likely structure of D is,

th
ch
ra
He
Sa

Page 14

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry

Summary of above Instructions

(1) (2) (3) (4) (5)

ith
Only (a) and Only (b) and Only (c) and Only (d) and Any other number or
(b) are (c) are correct. (d) are (a) are correct. combination of responses
correct. correct. correct.

G.C.E. Advanced Level Examination - 1999(39)

1. Which of the following materials could be used for obtaining C5H5C ≡ CH in one step?
(a) C6H5CHBrCH2Br (b) C6H5CH2OCH3

(c) CHBrCH3 (d) C6H5CH2CHCl2

G.C.E. Advanced Level Examination - 2001(44,50)

th
2. Which of the following statement(s) is/are true about the nitronium ion (NO2+ )?
(a) It is linear in shape. (b) There are only σ bonds in it.
(c) It is angular in shape. (d) valence shell of N has less than 8 electrons.
ch
ra
3. Consider the following molecule
H2C = C (C H3) C ≡ C H
V w X Y Z

The superscripts v, w, x, y and z are used to label the C atoms. Which of the following
statement(s) is/are true?
He
(a) CyCwCx angle is approximately 120°.
(b) All the C atoms of this molecule lie on the same plane.
(c) All the H atoms this molecule lie on the same plane.
v w Y z
(d) The carbon atoms C , C , C and C lie on a straight line.
G.C.E. Advanced Level Examination - 2002(49)
4. Correct statement(s) regarding benzene is / are
Sa

(a) benzene has six p electrons.

(b) benzene readily undergoes reaction with nucleophiles.
(c) benzene has three localized p bonds.
(d) benzene characteristically undergoes substitution reactions.
G.C.E. Advanced Level Examination - 2003(Q-39)
5. Using your knowledge of the mechanism of the reaction of Cl2 with methane, select which
of the following statements is/are true.
(a) Reaction of Cl2 with ethane takes place at room temperature in the absence of light.
(b) Reactionof Cl2 with ethane produces a small amount of butane.
(c) Reaction of Cl2 with ethane produces HCl.
(d) Reaction of Cl2 with ethane produces propane.
Page 15

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry

G.C.E. Advanced Level Examination - 2007(48)

6. Which of the following statements regarding the molecule,

ith
CH3 – CH = CH – C ≡ CH
p q r s
is/are true?
(a) All carbon atoms of this molecule lie in the same plane.
(b) All C—H bonds of the molecule are equal in length.
(c) The carbon—carbon bond lengths increase in the order s < q < p < r
(d) Three carbon atoms of this molecule are linearly arranged.

G.C.E. Advanced Level Examination - 2009(49)

7. CH3CH2CHCH2CH = CHCH3
—

th
Br
Which of the following statements is/are true about the above compound?
(a) It has four stereoisomers.
ch
(b) It reacts with aqueous HCl to give a mixture of two alcohols which show position

ra
isomerism.
(c) When subjected to catalytic hydrogenation, it gives a haloalkane which does not show
stereoisomerism
He
(d) A purple coloration is observed when aqueous FeSO4 is added to a sodium fusion
extract of the above compound.

G.C.E. Advanced Level Examination - 2011(32)

8. The correct statement/s regarding the structure of the following compound is/are
z y x
CH3C=CH2
—

CH3
Sa

(a) Carbon atoms labeled x, y and z lie on one straight line.

o
(b) The angle between C-H bonds on the carbon atom labelled as x is 160 .
(c) All four carbon atoms lie on one plane.
(d) The distance between carbon atoms labelled x and y is less than the distance between
carbon atoms labelled y and z.
Page 16

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry

G.C.E. Advanced Level Examination - 2013(Q-32,37)

O

ith =
C
9. Which of the following statements is/are true regarding the molecule l C≡CH ?
m n
2
(a) All carbon atoms are sp hybridized.
(b) Carbon atoms labelled as l, m and n and the oxygen atom lie in the same plane.
(c) All C–H bonds are equal in length.
(d) Carbon atoms labelled as l, m and n lie in a straight line.

10. Which of the following statements is/are true regarding the compound represented by the
structure given below?
CH3CH2CH–CH=CH2
–

Br

th
(a) It can exist in two stereoisomeric forms.
(b) Catalytic hydrogenation of it gives a compound which does not show stereoisomerism.
(c) Treatment of it with alcoholic KOH gives a compound which does not show stereoisomerism.
ch
ra
(d) Treatment of it with aqueous KOH gives a compound which does not show stereoisomerism.

G.C.E. Advanced Level Examination - 2014 (32)

b c
a CH = CH2
He
11. Which of the following statements is/are true regarding the molecule ?

2
(a) All carbon atoms are sp hybridized.
(b) All carbon, carbon bond lengths are equal.
(c) Carbon atoms labelled as a, b and c lie in a straight line.
(d) Carbon atom a and hydrogen atoms attached to carbons b and c lie on the same plane.

G.C.E. Advanced Level Examination - 2015(32)

Sa

b c d
a C ≡ C – CH3?
12. Which of the following statements is/are true regarding the molecule,

(a) Carbon atoms labelled as a. b, c and d do not lie in a straight line.

2 3
(b) Carbon atoms labelled as a, b and d are sp , sp and sp hybridized respectively.
(c) All carbon, carbon bond lengths of the benzene ring are equal to each other and are longer than
the C ≡ C bond length.
(d) All carbon, carbon bond lengths of the benzene ring are equal to each other and are shorter
than the C ≡ C bond length.
Page 17

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry

G.C.E. Advanced Level Examination - 2017(Q-32,35,39)

Br

ith
HBr
13. CH3CH2CH=CH2 CH3CH2CHCH3 + CH3CH2CH2CH2Br
P Q
Which of the following statements is/are correct regarding the above reaction?
(a) This reaction is a nucleophilic addition reaction
(b) P is the major product.
(c) A carbocation is formed in the first step of the reaction.
(d) Q is the major product

14. Which of the following reaction steps is/are most unlikely to take place, when Cl2 reacts with CH4
in the presence of light?

th
15. Which of the following statements regarding methyl benzene (toluene) is/are correct?
ch
ra
(а) All carbon atoms lie in the same plane.
(b) Lengths of all carbon carbon bonds are equal to each other.
He
(c) Lengths of all carbon hydrogen bonds are equal to each other.
(d) Any C—C—C bond angle is 120°.
Sa

Page 18

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry

Response First Statement Second Statement

ith
(1) True True, and correctly explains the first statement.

(2) True True, but does not explain the first statement correctly.

(3) True False

(4) False True

(5) False False

G.C.E. Advanced Level Examination - 1991(47)

1. Nitric acid cannot act as a base. Nitric acid is derived from N2O5.

th
G.C.E. Advanced Level Examination - 1992(41)
2. Bromobenzene undergoes nitration more The -Br group activates the benzene ring.
easily than benzene.
ch
ra
G.C.E. Advanced Level Examination - 1993(42)

3. The-F group linked to the benzene ring gives The electronic effect occurs,
rise to ortho-para directing character.
He
G.C.E. Advanced Level Examination - 1994(41)

4. Treatment of benzonitrile with nitrating The nitrile group repels electrons towards the
mixture gives 2-and 4- nitro derivatives. benzene ring.

G.C.E. Advanced Level Examination - 1995(44,46)

5. HNO3 cannot act as a base. HNO3 is a strong proton donor.
6. undergoes nitration easily. In N(CH3)3 there is a pair of electrons with
Sa

donor properties.

G.C.E. Advanced Level Examination - 1996(50)

7. E t h y n e d o e s n o t s h o w a n y a c i d i c Ethyne consists of only hydrogen and
properties. carbon.

G.C.E. Advanced Level Examination - 1997(47,49)

8. Alkenes are not converted into an oxidized The MnO4– ion does not show oxidizing
state by alkaline KMnO4. properties in alkaline solution.

9. Optical isomers cannot be obtained by propene does not exist as geometrical

subjecting propene to addition reactions. isomers.
Page 19

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry
G.C.E. Advanced Level Examination - 1998(49)
10. The -NHCH3, group linked to the benzene is The N atom of the -NHCH3 has a lone pair of

ith
electrons, and it increases the electron density in
ortho-para directing. the benzene ring.
G.C.E. Advanced Level Examination - 1999(49,50)
11. When C5H5OCH3 is subjected to nitration, The methyl group is ortho-para directing.
para and ortho nitro compounds are formed.
12. An important step pertaining to the addition This is an addition reaction in which two free
of HBr to propene under polar conditions can radicals participate.
be depicted as shown below.

G.C.E. Advanced Level Examination - 2000(44)

13. In the absence of sunlight, benzene very The n-electron system of benzene is stabilised

th
readily undergoes electrophilic addition be resonance.
with Br2.
G.C.E. Advanced Level Examination - 2006(51)
ch
14. When bromine-water is shaken with hexene and Bromine is more soluble in benzene than in water.

ra
benzene, the colour of the bromine is transferred
to the organic layer.
G.C.E. Advanced Level Examination - 2007(48)
15. Each bond angle in the molecule,
He
The carbon atom in this molecule is sp3
hybridised.

is equal to 109.5°

G.C.E. Advanced Level Examination - 2010(52)

Sa

16. Characteristic reactions of benzene are Benzene has six π electrons which due to
electrophilic substitution reactions. cyclic conjugation gives benzene a high
stability.

G.C.E. Advanced Level Examination - 2015(42)

17. Vinyl chloride undergoes nucleophilic Although the bond between carbon and
substitution reactions more easily than ethyl chlorine in vinyl chloride has a double bond
chloride. character due to resonance, this property is
not present in ethyl chloride.
Page 20

Sachith Herath
B.Sc.(Hon’s)
 Infinite Chemistry
G.C.E. Advanced Level Examination - 2016(42 | 45)
18. In the addition reaction between CH3CH=CH2 Alkyl groups attached to a positively charged

ith
and HX, the CH3CH2CH2+ carbocation is formed carbon atom releases electrons through C — C,
easily as an intermediate. σ–bonds towards the positively charged carbon
and increase the stability of the carbocation.

19. CH3C≡ CH gives a red precipitate when treated The acidic terminal hydrogen in alkynes can be
with ammoniacal Cu2Cl2. displaced by metals.

G.C.E. Advanced Level Examination - 2017(42 | 45)

20. It is not possible to prepare a Grignard reagent by Grignard reagent does not react with compounds
reacting HOCH2CH2Br with Mg in dry ether. having a hydroxyl group.

21. The reactivity of alkanes with electrophiles is less The C–H bonds in hydrocarbons have a low
than that of alkenes. polarity due to the small difference in
electronegativity between carbon and hydrogen

th
atoms.
ch
ra
He
Sa

Page 21

Sachith Herath
B.Sc.(Hon’s)
Infinite Chemistry
Section - 1
Question Answer Question Answer Question Answer Question Answer

ith
No. No. No. No.
1 (5) 17 (1) 33 (2) 49 (4)
2 (4) 18 (4) 34 (4) 50 (4)
3 (4) 19 (2) 35 (3) 51 (3)
4 (3) 20 (3) 36 (1) 52 (4)
5 (2) 21 (1) 37 (4) 53 (3)
6 (2) 22 (2) 38 (4) 54 (2)
7 (3) 23 (4) 39 (3) 55 (3)
8 (4) 24 (2) 40 (1) 56 (old syl)
9 (4) 25 (3) 41 (2) 57 (old syl)

th
10 (3) 26 (3) 42 (4) 58 (2)
11 (5) 27 (5) 43 (3) 59 (5)
12 (1) 28 (4) 44 (4) 60
13 (3) 29 (4) 45 (4) 61
ch
ra
14 (5) 30 (1) 46 (4) 62
15 (3) 31 (2) 47 (1) 63
16 (5) 32 (2) 48 (2) 64
He
Section - 2
Question Answer Question Answer Question Answer Question Answer
No. No. No. No.

1 (4) 7 (1) 13 (2) 19

2 (4) 8 (3) 14 (3) 20
3 (1) 9 (5) 15 (4) 21
4 (4) 10 (1,5) 16 22
Sa

5 (2) 11 (4) 17 23
6 (4) 12 (2) 18 24

Section - 3

Question Answer Question Answer Question Answer Question Answer

No. No. No. No.
1 (4) 7 (4) 13 (4) 19 (1|2|4)
2 (5) 8 (5) 14 (4) 20 (3)
3 (all) 9 (4) 15 (4) 21 (2|3)
4 (all) 10 (2) 16 (1) 22
5 (4) 11 (2) 17 (4) 23
6 (4) 12 (3) 18 (4) 24
Page 22

Sachith Herath
B.Sc.(Hon’s)