SK027

Topical Test 2 (Set A)

Session 2008/2009

Perak Matriculation College

Chemistry Unit
Session 2008/2009 20
Semester 2
Quiz 5
25
(40 minutes)
NAME : ________________________________________________
MATRIC. NUMBER : ________________________________________________
CLASS : ________________________________________________
NAME OF TUTOR : _____________________________________________

ANSWER ALL QUESTIONS.

1. (i) Write the structural formula of the following organic compound.

2,3,5,6-tetranitrobenzoic acid

(ii) Give the IUPAC names of the following compounds.

a) NO2
Br

CH3

c)

Chemistry Unit KMPk 2008/09 1

 SK027
Topical Test 2 (Set A)
Session 2008/2009

CH2CHCH3

CH3

(3 marks)

2. Complete the following reaction scheme:

O COOH
CH3C Cl H2SO4 ,
AlCl3 HNO3
,

Br2 ,
CH3Cl ,
FeBr3
AlCl3

(4 marks)

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 SK027
Topical Test 2 (Set A)
Session 2008/2009

3. By giving suitable chemical equation(s), show how

(a) benzoic acid can be synthesized from benzene

(b) m-chloronitrobenzene can be synthesized from benzene

( 6 marks)

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 SK027
Topical Test 2 (Set A)
Session 2008/2009

4. By giving suitable chemical reactions, explain how the following pair of compounds
can be differentiated in the laboratory.

from

cyclohexane benzene [4 marks]

5. Which compound between benzoic acid and methylbenzene, will have higher rate of
nitration when reacted with HNO3/H2SO4 at 55oC? Explain.

[3 marks]

~ END OF QUESTION PAPER~

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 SK027
Topical Test 2 (Set A)
Session 2008/2009

Set A

No sec Answer Marks

1.
CH2CH2OH NO2 NO2
a) b)

COOH

NO2 NO2

(ii) (a) 4-bromo-3-nitrotoluene @ 1-bromo-4-methyl-2-nitrobenzene 1

(b) isobutylbenzene 1

COOH O COOH COOH

O CH3C Cl H2SO4 ,

C CH3 AlCl3 HNO3 ,

NO2
2.
Br2 ,
CH3Cl ,
FeBr3
AlCl3

COOH COOH
1+1+1
+1
Br CH3

CH3 COOH
CH3Cl KMnO4 , OH-

AlCl3 H+ heat
3. (a)

1+1

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 SK027
Topical Test 2 (Set A)
Session 2008/2009

CH3
(b) 1+1
Br2
CH4 CH3Br
uv AlBr3

4. BROMINE TEST

Br
Br2 CH2Cl2 1
+
uv

1
Observation : The reddish brown solution of bromine is decolorized .

CCl4
+ Br2 no reaction 1

benzene

Observation : The reddish brown solution of bromine remain unchanged 1

5
COOH COOH
H2SO4
+ HNO3
NO2

- COOH is deactivating group 1

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 SK027
Topical Test 2 (Set A)
Session 2008/2009

CH3 CH3 CH3

H2SO4 NO2
+ HNO3 +

1
NO2
- CH3 activating group.

Therefore:

CH3 COOH
react faster with HNO3 / H2SO4 @ 25oC compare to 1

TOTAL 20

Chemistry Unit KMPk 2008/09 7