1

Section A [15 marks]

Answer all questions in this section. Write your answer in the table given.

1.

Which of the following molecule does not contain a bond?

A
Benzene
B
Ethene
C
Methanal
D
Methane

2.

Which of the following organic compunds have the same empirical and molecular formulae?
A
CH3CH=CH2
B
CH2=CHCH=CHCH=CH2
C
CH2OHCHOHCH2OH
D
CH3CH2CH2COOH

3.

Which of the following statements about geometrical isomerism is true?

A
The molecule must be planar.
B
The melting point of the cis and trans isomers is different.
C
The chemical properties of the cis and trans isomers are different.
D
Two groups of atoms must be on each carbon atom that is covalently bonded by a
single bond.

4.

Which of the following compounds is isometric with propanoic acid?

A
CH3COOCH2CH3
B
CH2=CH-O-COCH3
C
CH3OCH2CH2OH
D
HOCH2CH2CHO

5. Which of the following

CH3CH(NH2)COOH
ClCH=CHCl
A
Optical
B
Geometric
C
Geometric
D
Optical
6.

isomerisms

are

shown

by

compounds

CH3CH(NH2)COOH
Optical
Optical
Geometric
Geometric

Which of the following best explains the function of OH- ion as a nucleophile?
A
It is alkaline.
B
It is negatively charged.
C
It has lone pair electrons.
D
It has a highly electronegative oxygen atom.

ClCH=CHCl,

7. In which of the following series, are the compounds arranged in the order of increasing basic
strength?
A
B

8. Which of the following reactions involves an electrophilic reagent?

CH3CH2Cl + HCl
A CH3CH3 + Cl2
B CH3Br + NaOH
CH3OH + NaBr
C CH3CH=CH2 + HBr
CH3CHBrCH3
D CH3COOH + CH3CH2OH
CH3COOCH2CH3 + H2O
9. Which of the following formulae does not represent an alkane?
A
C6H14
B
C13H28
C
C18H36
D
C36H74
10. What is the IUPAC name for (CH3)3CCH2CH3
A
1,1,1 - trimethylpropane
B
1,1,2 - trimethylpropane
C
2 - methylpentane
D
2,2 - dimethylbutane
11. Alkane has low reactivity because
A
it is a unsaturated hydrocarbon
B
it is a saturated hydrocarbon
C
it have a charge centre
D
its molecule is polar
12. What is the major product for the reaction of propene and hydrogen halide such as ?
A
Bromine
B
Propane
C
1-bromopropane
D
2-bromopropane
13. What is the reaction between ethene and hydrogen bromide?
A
Nucleophilic addition
B
Electrophilic addition
C
Nucleophilic substitution
D
Electrophilic substitution

14. Hydrocarbons undergo various reactions. One of the reactions involving 3,3-dimethyloctane is
shown below.
X
3,3-Dimethyloctane
Products
X could be
A
450 C, Al2O3 / SiO2
B
H2SO4(conc), 180 C
C
NaOH(aq), reflux
D
KCN(aq)/ethanol, reflux
15. Which of the following compounds is the product obtained when ethene is oxidised by
oxygen at 300 C using silver catalyst?
A

HOCH2CH2OH

HC
ll
O

H2C

CH
ll
O
CH2
O

O
H2C

CH2
O O

Section A [15 marks]

No

Answer

No

Answer

No

11

12

13

14

10

15

Answer

Section B [15 marks]

Answer all questions in this section.
16. (a) The compound C5H12 exhibits isomer pentane, 2-methylbutane and 2,2-dimethylpropane.
The table below shows the boiling point of the isomers.
Compound
pentane
2-methylbutane
2,2-dimethylpropane
Boiling point/ C
36.3
29.7
9.5
(i) Explain this boiling point trend.
[2 marks]

(b) pKa values of some compounds are given as follows.

pKa values: 15.5, 10.0 and 4.74
Compound
CH3OH
C6H5OH
CH3COOH
pKa
(i) Fill in the blanks with the correct pKa.
[1 mark]
(ii)Arrange the compounds in increasing order of their acidic strength.
[1 mark]

(ii)Explain your answer.

[3 marks]

17. Photochemical smog is a type of air pollution which is formed from the reaction of gases
from internal combustion of engines of vehicles, in the atmosphere in the presence of sunlight.
(a) Name the gases formed from the internal combustion of engines of vehicles which
contribute to the formation of photochemical smog.
[2 marks]

(b) A measure taken to reduce these pollutant gases is to install catalytic converter in vehicles.
(i) Name the catalyst used.
[1 mark]

(ii) State the type of catalysis which takes place in the catalytic converter.

[1 mark]

(iii) Write two equations of reactions involved in the catalytic converter. [2 marks]

(c) Suggest two other ways to decrease air pollution from internal combustion of engines of
vehicles.
[2 marks]

Section C [30 marks]

Answer two questions only in this section.

18.(a) What is meant by stereoisomerism?

[2 marks]
(b) An amount of 0.01 mole of a hydrocarbon is burnt in excess oxygen. The products of the
combustion are passed through anhydrous calcium chloride and then through potassium
hydroxide solution. The masses of anhydrous calcium chloride and potassium hydroxide solution
increase by 0.72 g and 1.76 g respectively.
[7 marks]
(i) Determine the molecular formula of the hydrocarbon.
(ii) Draw the structural formulae of all the isomers of the hydrocarbon.
[4 marks]
(iii)If one of the isomers shows stereoisomerism, draw and name the stereoisomer.
[2 marks]

19. (a) (i) What is meant by electrophile?

[1 mark]
(ii) Give an example of addition reaction involving bromine, and describe the mechanism
involved.
[4 marks]
(b)Cracking is very important in the petroleum industry. There are two main cracking
processes. When 3,4-dimethylheptane undergoes a catalytic cracking reaction, a possible
reaction is as follows:
CH3 CH3
l
l
Catalyst
CH3CH2-CH-CH-CH2CH2CH3
X + CH3CH2CH3
Compound X shows geometrical isomerism. On vigorous oxidation, X forms compounds Y and
Z with the molecular formulae C4H8O and C2H4O2 respectively.
(i) State the catalyst used for this reaction.
[1 mark]
(ii)Write the structural formulae of compounds X, Y and Z. Give a suitable reagent which
can be used for the oxidation of X.
[4 marks]
(iii)3,4-dimethylheptane is used as a fuel. Write the structural formula of its isomer with
a higher octane number. Explain your answers.
[2 marks]
(iv)State two important uses of cracking reaction in the petroleum industry.[2 marks]
(v)Name another main cracking process.
[1 mark]

20. (a)Polychlorinated methanes are useful solvents. Dichloromethane is a component of many

paint-stripping solvents.
(i) State the condition used to produce dichloromethane.
[1 mark]
(ii) Name the mechanism of the reaction involved.
[1 mark]
(iii)Write the mechanism of the reaction.
[3 marks]
(iv) Can the chloroform formed from dichloromethane? Explain it.

[2 marks]

(b) Cycloalkanes and alkenes have the same general formulae. The structural formula of a
cycloalkane is shown below.

H3C
CH3
(i) State the types of isomerism shown by the cycloalkane above.
[2 marks]
(ii) Write the structural formula of an alkene, C7H14, that exhibits the isomerism in (i) and
draw all of its isomers.
[3 marks]
(iii) Suggest a chemical test to distinguish cycloalkane from the alkene in (ii). State the
observation and write the reaction equation involved.
[3 marks]

Prepared by,

Approved by,

--------------------------(Gan Lui Nam)

Chemistry Teacher

------------------------------(Pn Hjh Hashimah Binti Salleh)

Form Six Senior Assistant