Acyl chlorides and carboxylic acids can both be used to synthesise esters.
i) State the reagents and conditions required to make ethyl ethanoate directly from a carboxylic acid.
[3]
ii) Construct an equation to show the formation of ethyl ethanoate in part i).
[1]
Phenyl benzoate is made from the reaction between benzoyl chloride and phenol.
Its structure is shown below.

Deduce the molecular formula of phenyl benzoate.
i) State the reagents and conditions needed for the reaction in part (b).
[2]
ii) State one observation you would make in this reaction.
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During the standard synthesis of phenyl benzoate, phenol is first converted into the phenoxide ion.
i) Draw the skeletal formula of the phenoxide ion.
[1]
ii) Explain why phenol is converted into the phenoxide ion before the addition of benzoyl chloride.
[1]
iii) Construct an equation for the overall reaction between the phenoxide ion and benzoyl chloride.
[1]
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