REAL MARKING SCHEME
STPM SEM 3 2012 / 13 962 / 3 (CHEMISTRY)
Section B and C
16 a) i. C6H5CH(Cl)CH3 < (CH3)3CCl < C6H5C(CH3)2Cl [1]
ii. (CH3)3CCl < CH3CH2CHClCH3 < CH3CH2CH2CH2Cl [1]
- steric effect / steric hindrance (r : bulky) [1]
- increase of 10 < 20 < 30 / nucleophilic attack easier for 10 /
nucleophilic attack more difficult for 30 haloalkane [1] (Full = 16) Max 15
b) i. CH3CH2NH2 + Br2 → CH2BrCH2NH2 + HBr [1] 19. a)
- bromine gas under UV (a : in eq) [1]
m1 : X is [1] m2 : Y is [1]
ii. [1]
- electrophilic aromatic substitution reaction [1] m3 : Z is [1]
m4 : X is aldehyde [1] m5 : Y is ketone [1]
17. a) *penalise once only if student put (X)n
Structure of the repeating unit Type of b) m1 m2 m3 m4 if Z is benzoic acid
of the polymer polymerisation
Additional
polymerisation
if Z is phenylethanoic acid
Condensation
polymerisation
a : condensed -CONH-
b) i.
Monomer V [1] Monomer W [1]
c) Compound X Compound Y
[1] R: Fehling soltion / Benedict test Iodoform test
[1] Ob: red brick ppt form Yellow ppt formed
ii. alkaline iodine solution / I2 in NaOH / KMnO4 / K2Cr2O7 [1] Eq C6H5CH2CHO+Cu2+ +OH- C6H5COCH3 + I2 + OH-
C6H5CH2COO- + Cu2O(/ Cu+) C6H5CH2COO- + CHI3
Section C *Also accept : X - Tollen's Reagent [1] Ob : silver ppt / mirror [1]
Eq : C6H5CH2CHO + Ag+ + OH- C6H5CH2COO- + Ag [1]
18. a) m1 : P [1] m2 : Q [1] 20. a)
m3 : R is [1]
m4 : S is [1]
m5 : Q is alcohol / contain -OH / hydroxyl group [1]
m6 : P and Q is both optical active as the C is surrounded by 4
different group of atom/molecules / chiral carbon / asymmetric /C* [1]
m7 : Q is 20 alcohol (since it oxidise with KMnO4 + optical active) [1]
m8 : Q has CH(OH)CH3 group / methyl alcohol [1]
m9 : R is carboxylic acid / contain carboxyl group / -COOH [1]
m10 : Q and R react via esterification / S form ester / RCOOR [1]
b)
b)
i.
ii.
c)
SUGGESTED MARKING SCHEME
STPM SEM 3 2012 / 13 962 / 3 (CHEMISTRY)
Section A
1 D 6 C 11 A
2 C 7 B 12 A
3 B 8 A 13 A
4 D 9 D 14 B
5 D 10 B 15 D