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Arene A 2
Arene A 2
ARENES
(ii) bromobenzene,
(iii) nitrobenzene.
[4]
(b) The nitration of benzene is a two-step reaction that can be
represented as follows.
[2]
[Total: 4]
s02/q6
..........................................................................................................[1]
(c) Draw the structure of the product obtained by heating ethylbenzene
with KMnO4.
[1]
s03/q4
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2
Organic Chemistry A-2
ARENES
4- The antipyretic (fever-reducing) drug antifebrin can be made from
benzene and ethanoic acid by the following route.
[6]
(b) (i) What type of reaction is reaction II?
..............................................................................................................
(ii) Suggest the reagents and conditions for reaction II.
..............................................................................................................
[2]
(c) Suggest the reagents and conditions for reaction III.
IV .........................................................................................................
[4]
(b) What type of reaction is each of the following?
reaction I
..............................................................................................................
reaction III
..........................................................................................................[2]
..........................................................................................................[1]
(d) (i) Apart from the benzene ring, name the functional group in
antifebrin.
s07/q5
8- Both ethene and benzene react with bromine, but the mechanisms
and the types of products of the two reactions are different.
..............................................................................................................
(ii) What reagents and conditions are needed to hydrolyse antifebrin?
..........................................................................................................[2]
[Total: 11]
s05/q6
(a) State the type of reaction undergone in each of reactions I and II.
reaction I
..............................................................................................................
reaction II
..........................................................................................................[2]
Benzocaine
(a) Suggest reagents and conditions for each of the above four
reactions.
I ............................................................................................................
II .......................................................................................................[3]
(b) Draw steps to show the mechanism of reaction I.
[2]
s06/q5
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Organic Chemistry A-2
ARENES
(b) In each of reactions I and II, the intermediate is a brominecontaining cation. In eachof the following boxes, draw the intermediate
and use curly arrows to show how it is converted into the product.
Reaction I
product
intermediate
Reaction II
product
intermediate
[4]
(c) Why do ethene and benzene differ in their reaction with bromine?
..............................................................................................................
[5]
..........................................................................................................
s09/q6
..........................................................................................................[1]
[Total: 7]
s08/q5
(a) State the reagents and conditions necessary to carry out this
reaction.
..............................................................................................................
..........................................................................................................[2]
(b) What type of reaction mechanism is this?
..........................................................................................................[1]
(c) The reaction proceeds via two steps:
s08/q6
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Organic Chemistry A-2
ARENES
(d) Some aromatic poly-nitro compounds are used in perfumes as
artificial musks. An example is Baur musk.
(i) Draw the structural formula of the hydrocarbon that could be nitrated
in order toproduce Baur musk.
(a) (i) State the conditions needed to carry out reaction I in the
laboratory.
..............................................................................................................
(ii) State the reagent and conditions needed for reaction II.
..............................................................................................................
(iii) Draw the structure of the repeat unit of polystyrene.
(iv) There are several polymers that consist of phenylethene copolymerised with other monomers. The following formula shows part of
the chain of one such co-polymer.
[2]
[Total: 10]
w02/q5
[5]
(b) Compound B undergoes the following series of reactions.
(i) conditions for reaction I
..............................................................................................................
(ii) conditions for reaction II
..........................................................................................................[2]
(b) State the reagent needed to carry out the following reaction.
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ULTIMATE CHEMISTRY PREPARATION WITH ZAFAR IQBAL CH.(03334227604)
5
Organic Chemistry A-2
ARENES
(c) Ethylbenzene can react with chlorine under a different set of
conditions to give compound E, an isomer of compound B. Compound
E undergoes the following reaction.
reagents:
reaction I .................................... reaction II ........................................
reaction III .............................. reaction IV .......................................
[4]
[Total: 7]
w07/q7
(a) What reagents and conditions are needed for this reaction?
..........................................................................................................[2]
(b) Write an equation showing how the electrophile NO2+ is formed
from the reagents.
..........................................................................................................[1]
(c) The nitration of methylbenzene produces mainly 2nitromethylbenzene, whereas the nitration of benzoic acid produces
mainly 3-nitrobenzoic acid.
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ULTIMATE CHEMISTRY PREPARATION WITH ZAFAR IQBAL CH.(03334227604)