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CONFIDENTIAL*

NAME:.. CLASS:
962/3
CHEMISTRY
1 hour

SEK. MEN. KEB. TINGGI MELAKA


(Malacca High School Estd.1826)
Ke Arah Kecemerlangan Pendidikan

UJIAN BULAN OGOS


TINGKATAN 6 ATAS

CHEMISTRY (KIMIA)
one and half hour

Instructions to candidates:
DO NOT OPEN THIS QUESTION PAPER UNTIL YOU ARE TOLD TO DO SO

Answer all questions in Section A, Section B and in Section C.

This question paper consists of printed pages including front page.


Section A

Four suggested answers labelled A, B, C and D is given for each question in this section. Choose one
correct answer.

1.
Which of the following is not correct about the type of hybridisation of the carbon atoms
in the following molecule?
A.
B.
C.
D.

Molecule
Type of hybridisation
CH CH
sp
CH2 = CH2
sp2
C6H6
sp2
CH3CH = CH2
sp3

2.
240 cm3 of gaseous hydrocarbon burns completely in oxygen to produce 720 cm 3 of
carbon dioxide and 0.03 mol of water. Which of the following is the molecular formula of the
hydrocarbon?
[All gases are measured at room temperature. The molar volume of a gas at room temperature is
24 000 cm3. Relative atomic mass C=12, H = 1, 0 = 16)
A.
3.

C2H4
B.
C2H6
C.
C3H6
D.
C3H8
Which of the following organic compounds does not exhibit stereoisomerism?

A.
B.
C.
D.

1-butene
2-butene
1, 2-dichloropropene
1-bromo-1-chloroethane

4.
Propanone has the formula, CH3COCH3. Which of the following species is expected to
attack the carbon atom in the carbonyl group (C=O) in propanone?
A.
Br2
B.
CNC.
H+
D.
Cl+
5.
A mixture containing a little ethane and a large quantity of bromine gas is exposed to
ultraviolet light. Which of the following bromoalkanes is the principle product of reaction?
A.
B.

CH3CH2Br
BrCH2CH2Br

C.
D.

6.

Aspartame is an artificial sweetener which has the following formula.


O
O
H2N CH C NH CH C O CH3
CH2
COOH

CH2

CBr3CBr3
CH3CHBr2

Which functional group is not found in the aspartame molecule?


A.
Carbonyl group
C.
Ester
B.
Amino acid
D.
Carboxyl group

7.
Benzene reacts with a mixture of concentrated nitric(V) acid and concentrated
sulphuric(VI) acid at 55 oC to form a yellow oil. When heated to 90 oC, compound X is formed.
Compound X could be
A

NO2

NO2

NO2

NO2

NO2
NO2

NO2

8.
An aromatic compound P has the molecular formula C8H9Cl. When P is heated with
acidified potassium manganate(VII) solution, the compound C8H6O4 is formed.
P could be
A

CH2CH2Cl

C2H5

Cl

CH3

Cl

CH2Cl

CH3
CH3

9.

Benzene reacts with a mixture of concentrated nitric acid and concentrated sulphuric acid to
produce nitrobenzene according to the following equation.
C6H6 + HNO3
C6H5NO2 + H2O
What is the function of sulphuric acid in the above reaction?
A.
B.
C.
D.

To remove the water formed


To protonate the nitric acid
To prevent further nitration from taking place
To prevent the oxidation of benzene by nitric acid

10.
Which compound reacts with chlorine following the mechanism for free radical and electrophilic
substitution?
A.
B.

CH3CH3
CH2Cl2

C.
CH3CH = CH2
D. C6H5CH3

11.
Which of the following pairs of organic compounds contain substituition groups that are
ortho and para directing?

A.
B.
C.
D.

C6H5CH3
C6H5C2H5
C6H5NO2
C6H5COOH

and
and
and
and

C6H5NO2
C6H5Cl
C6H5COOH
C6H5Cl

12.
A monosubstituted benzene has the formula C6H5X. When C6H5X reacts with an
electrophile, Y, a trisubstituted benzene, Z is formed. Which of the following statement is
correct?
A.
B.
C.
D.

The molecular formula of Z is C6H4XY2


The molecular formula of Z is C6H3XY2.
The number of isomers of Z is 3.
The number of isomers of Z is 7.

13.
Hydroquinone is used as a photographic developer and antioxidant. The formula of
hydroquinone is shown below. Which of the following species is expected to react with
hydroquinone.
HO

B.

OH

NH3

D.

Cl-

Br2

14.

Which of the following reaction takes place especially through S N1 mechanism?

A.
B.
C.
D.

C6H5CH2Br + NH3
(CH3)3CBr + NaOH
CH3CH2CH2Br + KOH
CH3CHBrCH3 + KCN

15.

An amine is produced in two steps as shown below.


2-bromopropane

C.

OH-

A.

C6H5CH2NH2 + HBr
(CH3)3COH + NaBr
CH3CH2CH2OH + KBr
CH3CH(CN)CH3 + KBr

KCN/ ethanol

reducing agent

The structural formula of this amine could be


A.
B.

CH3CH(NH2)CH3
(CH3)2CHCH2NH2

Name :______________________
Class :______________________
Section A [15 marks]

C.
D.

CH3CH2CH2CH2NH2
CH3CH2CH(CH3)NH2

Amine

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 2,2dimethylpropane. The table below shows the boiling point of the isomers.
Compound
pentane
2-methylbutane
2,2-dimethylpropane
Boiling point/ D 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
pKa

CH3OH

C6H5OH

CH3COOH

(i) Fill in the blanks with the correct pKa.


(ii)Arrange the compounds in increasing order of their acidic strength.

[1 mark]
[1 mark]

(ii)Explain your answer.

[3 marks]

5
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 catalyst 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]

6
Section C [30 marks]
Answer all questions in this section.
18.(a) What is meant by stereoisomerism?
[1marks]
(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.
(i) Determine the molecular formula of the hydrocarbon.
[6 marks]
(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]
(c ) Polychlorinated methanes are useful solvents. Dichloromethane is a
component of many paint-stripping solvents.Can the chloroform formed from
dichloromethane? Explain it.
[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.
[3 marks]
(b) Describe the mechanism when 1-iodomethane is boiled under reflux with aqueous
sodium hydroxide.
[4 marks]
(c ) Suggest a chemical test to differentiate between 1-chlorobutane and 1-iodobutane.
[3 marks]
(d ) suggest how you would carry out the following conversion
i)
1-chlorobutane to pentanoic acid
ii)1-iodopropane to 2-methyl-2-pentanol
[4 marks]