MCQ Answers

1
C

2
A

3
B

(ii)
4
B

5
A

6
D

7
C

8
C

9
C

10
D

11
A

12
C

13
C

14
C

15
B

Structured and Free Response Question Answers

1

No. of moles of diene = 102 / (5x12 + 8) = 1.50

No.of moles of double bond = 1.50 x 2 = 3.00 (in 102g of diene)
No. of moles of H2 = 3 / 2 = 1.50

As shown by in the diagram, at a lower temperature, the

proportion of molecules with kinetic energy activation energy
Ea decreases.

Thus, not all the C=C double bonds became saturated or excess C=C
double bonds unreacted, will decolourise Br2(aq).

(a)

frequency of effective collision decreases and thus reaction

rate decreases

Cl2(g), absence of UV light

(d) H = { BE(C=C) + BE(ClCl) } { BE(CC) + 2BE(CCl) }

A: CH3CHClCH2Cl

= 176 kJ mol1

(b)

S < 0 Q no. of moles of gaseous reactants > no. of moles of

gaseous products.
G = H TS, G becomes less negative when temperature
increases.
Therefore reaction becomes less spontaneous when temperature
increases.
(e)

(i)

optical isomerism

(ii)
(c)

(i)

Rate = k [C3H6][ Cl2]

units of k = mol dm s

CH2OH

CH2OH

C
CH3

H
OH

CH3

H
OH

(a)

(b)

(i)

Add bromine in CCl4 / Br2 (aq) to separate samples of B and C at room

temperature, in the absence of UV light. [1] B will decolourise the
reddishbrown bromine (if Br2(aq), orange-yellow bromine) [1/2] while
C will not decolourise reddishbrown bromine. [1/2]
or
Add cold, dilute, alkaline KMnO4 to separate samples of B and C. [1] B
will decolourise the purple KMnO4 [1/2] while C will not decolourise the
purple KMnO4. [1/2]

(ii)

or
4

(a)

Add acidified KMnO4 to separate samples of B and C and heat. [1] B

will decolourise the purple KMnO4 with the efferverscene of CO2(g)
which forms white precipitate with calcium hydroxide. [1/2] C will not
decolourise the purple KMnO4 and will not form efferverscene. [1/2]

Electrophilic Addition

H
C

Br
+

slow

Br
-

Br

Br

Br

HO

Br

Br

D:

Br

O
H

E:

HO

OH
OH
OH

1,2-dibromoethane

(b)

OH

Br

fast
H

rate determining step

(a)

(i)

Optical Isomerism

(ii)
H

(b) Limonene is a simple covalent molecule [1/2] and is able to form

favourable van der Waals forces (or dispersion forces) between
limonene and grease molecules. [1/2] The energy released from this
interaction is sufficient to overcome the dispersion forces between
limonene molecules and between grease molecules. [1/2]

(c)

(d) Test: Add KMnO4 in dilute H2SO4 to both samples and heat. [1]
Observations:
For limonene: Purple KMnO4 decolourises. CO2 gas evolved. [1/2]
For phellendrene: Purple KMnO4 decolourises. No effervescence
(or no CO2 gas) observed. [1/2]

or

(a)

I: Reduction II: Acid-base

(b) H2/Ni, heat or H2/Pt, room temp or H2/Pd, room temp

(a)
H

Cl

(b) 1) In HOCl, O is more electronegative than Cl, hence Cl is more

electron deficient and is attacked by the double bond to form the
more stable secondary carbocation.
2) Subsequent addition of OH results in the formation of the major
product with chlorine added to carbon1.
3) In HCl, Cl is more electronegative than H, hence H is more
electron deficient and is attacked by the double bond to form the
more stable secondary carbocation.
4) Subsequent addition of Cl will therefore be on carbon2.

10

(a)

The ICl bond has a permanent dipole/is polar and hence ICl is a
better/stronger electrophile.

(b) HO2CCH2CH2CO2H; HO2CCH2CO2H; & CH3CH2CO2H