Chemistry 9701 · AS & A Level · States of matter

States of matter — practice question

Ethene and benzene each react with bromine.
(a(i))

What kind of reaction occurs when bromine reacts with ethene?

(a(ii))[1]

What type of reaction occurs when bromine reacts with benzene?

(b)[1]

Write an equation to show how the electrophile is formed during the reaction between bromine and benzene.

(c(i))

Each reaction contains an intermediate. Draw the structure of the intermediate in each case.

(c(ii))[3]

Suggest why the product of the reaction between bromine and benzene, bromobenzene, is still unsaturated.

(d)[3]

When methylbenzene is nitrated, 4-nitromethylbenzene is formed, but when benzoic acid is nitrated, 3-nitrobenzoic acid is produced. Consider the following synthesis of 3-chlorobenzoic acid, $F$, from methylbenzene. Use the information given above to suggest the structure of the intermediate $E$, and the reagents and conditions needed for reactions 1 and 2.

(e)[3]

Consider the following synthesis of 3-chlorophenylmethylamine, $H$, from $F$. Suggest the structure of the intermediate $G$, and the reagents for reactions 3 and 4.

Worked solution & mark scheme

This 11-mark question has a full step-by-step worked solution and mark scheme. One marking point: Addition reaction

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