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Marking Scheme Trial Exam Term 3 STPM Chemistry 2018

SECTION A
No. 1 2 3 4 5
Answer A C A C A
No. 6 7 8 9 10
Answer D A C B C
No. 11 12 13 14 15
Answer B B B A B

SECTION B

No. Answer Marks

16 (a) C16H28N2O4 [1]

312.0 g mol-1 [1]

(b) Amine [2]

Ester
Carbon-carbon double bond (alkene)
Amide

(c) Oseltamivir is soluble in water [1]

The -NH2 group can form hydrogen bonding with the water molecules [1]

(d) No [1]
The compound does not have C=C with each C atom bonded to two different [1]
groups
Total [8]

1
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No. Answers Marks

17(a) 1
1

17(b) Step II : Cl2 in uv 1

Step III: ethanolic KCN and reflux 1
Step V: Sn in concentrated HCl 1

17(c) (i) Iodoform Test: I2 in aqueous NaOH, warm 1

(ii) yellow precipitate of CHI3 for compound J and no visible change 1

for compound K

Total 7

2
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SECTION C

No. Answer Marks

18. (i) Compound X: CH3CH2CN [1]

(a) Compound Y: CH3CH2CH2NH2 [1]
Compound Z: CH3CH2CH2NHCH3 [1]
Reagents and conditions:
Step 2- LiAlH4 in dry ether or H2/Pd [1]
Step 3- CH3Br [1]

(ii) Mechanism for Step 1: Bimolecular nucleophilic substitution (SN2) since [1]
CH3CH2Br is a primary haloalkane. [1]
Mechanism:

[2]

[1]

Rate = k[CH3CH2Br][CN-] [1]

(iii) [1]

Use excess compound Z [1]

(b) [1]

Gly-Ala

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[1]

Ala-Gly
Total [15]

No. Answer Marks

19. (a)

P: [1]

Q: [1]

[1]

R:

(b) Aluminium chloride acts as a catalyst to produce electrophile. [1]

AlCl3 + CH3CH2CH2COCl  CH3CH2CH2CO+ + AlCl4- [1]
Mechanism : electrophilic substitution [1]

[2]

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[1]

(c) (i) CH3CH2CH2CH2OH [1]

Product: CH3CH2CH2CHO or CH3CH2CH2COOH [1]
CH3CH2CH2CHO [1]
Product: CH3CH2CH2COOH [1]

(ii) CH3CH2CH2CHO [1]

Observation: Silver mirror is formed. [1]
Total [15]

No. Answer Marks

20. (a)

[2]

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[2]

[1]

(b) (i) Mole ratio C : H : O

80.0 6.8 13.2
 : :
12.0 1.0 16.0
 6.67 : 6.8 : 0.825
 8 : 8 :1 [1]
Empirical formula: C8H8O [1]
m
pV = nRT = RT
Mr
1.20
101 10 3 (411.0  10 6 )  (8.31)(500)
Mr
Mr = 120 [1]
Molecular formula: (C8H8O)n
n [8(12.0) + 8(1.0) + 16.0] =120
n=1
Molecular formula: C8H8O [1]

(ii) N contains a carbonyl group since it gives orange precipitate with 2,4-
dinitrophenylhydrazine.

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[1]
N contains group since it gives yellow precipitate of CHI3
with alkaline iodine.
N contains aromatic ring since ratio of C to H is 1:1.
Structure of N:

[1]

[1]

[1]

[1]
P is an alcohol since it reacts with PCl5 to give white fumes HCl.
Structure of P:

[1]

[1]

Total [15]