REAL MARKING SCHEME
STPM SEM 3 2013 962 / U 3 (CHEMISTRY)
Section B and C
16 a) i. Any 2 structures = [2] 19. (a) A : CH3CH=CH2 in H3PO4 / (CH3)2CHX in AlX3 or FeX3
B : Br2 ; UV / hv / sunlight C : ethanolic KCN or CN-
D :LiAlH4 / H3O+ H2 in Ni/Pt/Pd E : conc. HNO3 in conc. H2SO4
F : same as A G : HCl in Sn
ii. KMnO4 / H+ ; Bromine water / Br2 in CCl4 / Br2 in CH2Cl2 [1] b) (reagent [1] ; observation ( + and - ) [1] ; equation [1]
b) i. CH3CH2Cl / AlCl3 or CH3CH2Br / AlBr3 or AlX3 / FeX3. [1] Set 1 : use Br2 (aq)
ii. CH3CH2Cl + AlCl3 → CH3CH2+ + AlCl4- [1] Brown colour decolourised by (G) while (D) will not
iii. [2]
17. a) i. Reagent [1] Observation [1]
Set 1 : Br2 Brown colour decolourised and formed white
water precipitate by 4-methylphenol but not for c) (G) : 3-isopropylaniline / 3-(1-methylethyl)aniline /
4-methylbenzoic acid (or no changes) 3-(1-methylethyl)phenylamine (or use position m)
Set 2 :FeCl3 4-methylphenol give purple colouration 4- (D) : 2-methyl-2-phenylpropylamine.
(aq) methylbenzoic acid give orange-brown ppt (or
d) Must use correct set of answer
said does not form purple colouration)
r : no observable changes (D) is more basic than (G) [1]
- present of CH3 increase basicity [1] due to inductive effect [1]
ii. Reagent [1] Observation [1] (G) is less basic than (D)
Set 1 : KMnO4 Purple colour of KMnO4 decolourised by - delocalisation of e- [1] between -NH2 and aromatic ring [1]
/ H+ methanoic acid
Set 2 :Tollen's Silver mirror will formed by methanoic acid but 20. a) i. catalyst made by mixing titanium tetrachloride, TiCl4 with
reagent (or ethanoic acid will not trialkyl aluminium. [1]
formula) ii. - higher density / enhance strength / resistant to heat / tough [2]
- carpet fibres / upholstery / thermal pants and shirts / car battery
container / waste basket / cooler container [1]
iii. repeating unit :
b) i. - polymer : nylon 6,6 [1] (rej : nylon - 6,6)
- hexane-1,6-dioic acid (accept w/o -1,6-) [1] -
18. a) each isomer = 1 m [4] - hexane-1,6-diamine [1]
ii. each step = 1 mark
b) Compare and contrast
SN1 SN2
2-chloro-2-methylpropane [1] 1-chlorobutane [1]
1-chloro-2-methylpropane [1]
c) - Properties : strong / durable / high tensile strength / tough [1]
- Uses : fishing line / tow ropes / stocking / string for rackets or musical
instrument / house or industrial brushes [1]
c) insist : m3 : dotted line with square bracket.
Section A 1 D 2 C 3 A 4 D 5 C 6 B 7 B
8 C 9 D 10 B 11 D 12 B 13 B 14 A 15 D