Cambridge International AS Level Chemistry Answers to end-of-chapter questions

Answers to EOCQs
Chapter 16
1 a A = aqueous sodium hydroxide (solution) [1]
B = ethanolic sodium hydroxide [1]
b Reaction is faster with 1-iodobutane [1]
as C–I bond is weaker than C–Br bond so is
broken more easily. [1]
c nucleophilic substitution [1]
d δ+ δ–
C Br C OH + Br –

– OH
for curly arrow from lone pair of OH–[1]
for curly arrow from C–Br bond to bromine[1]
for products [1]
Make sure that one curly arrow in this
mechanism starts from a lone pair or
negative charge on the hydroxide ion and
points to the electron-deficient carbon atom
in the alcohol and that the other starts on
the C–Br bond and points to the Br atom.
e i 2-methylpropan-2-ol[1]
ii With 2-bromo-2-methylpropane the C–Br
breaks to form a carbocation, which is then
attacked by the hydroxide ion; [1]
whereas in 1-bromobutane the C–Br starts
breaking as the new C–OH bond is forming.
[1]
f elimination[1]
g cis-but-2-ene[1]
trans-but-2-ene[1]
([1] for but-2-ene)
Total = 14

2 a Cl

Br C F

F  [1]
b 1-fluoro-2-trifluoroethane[1]
c depletion of the ozone layer [1]
Total = 3

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