Alcohols (AL) (CIE A Level Chemistry)

Exam Questions

21 mins3 questions
1a4 marks

Acyl chlorides are useful reagents in synthesis.

They react with aromatic compounds and also with alcohols. 

i)
Give the reagents and conditions required to make ethyl ethanoate directly from a carboxylic acid. 
[3]
ii)
Write an equation to show the formation of ethyl ethanoate in part i).
[1]

1b1 mark

Phenyl benzoate is made from the reaction between benzoyl chloride and phenol. 

Its structure is shown below.


7-4-5b-m-5b--phenyl-benzoate


What is the molecular formula of phenyl benzoate? 

1c3 marks
i)
Give the essential conditions needed for the reaction in part (b).

[2]
ii)
Describe one observation you would make in this reaction. 
[1]

1d3 marks

During the initial reaction to produce phenyl benzoate, the phenoxide ion is formed. 

i)
Draw the structure of this ion. 
[1]
ii)
Explain why it this ion is formed.
[1]
iii)
Write an equation for the overall reaction. 
[1]

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2a1 mark

Esters are used as raw materials in the production of soaps and biodiesel.

An ester was prepared by reacting (CH3)2CHOH with CH3COCl

Write an equation for this reaction. 

2b1 mark

Suggest a mechanism for this reaction in part (a).

Include all relevant curly arrows, lone pairs of electrons, charges and partial charges.

2c2 marks

Aldehydes can be prepared from acyl chlorides.

State how an aldehyde could be tested to show whether it is contaminated with traces of
unreacted CH3COCl. State the observations for this test.

Test .........................................................................

Observations .....................................................................................

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3a2 marks

Phenol is an important compound that is used in medicine as an antiseptic and to manufacture a number of products.

It can react ethanoyl chloride to form a new product.

Name and draw the structure of the product formed in this reaction

Name .........................................

Structure 

3b1 mark

Draw the mechanism for the reaction occurring in part (a).

Include all relevant curly arrows, lone pairs of electrons, charges and partial charges.

3c3 marks

Phenol reacts with sodium to form a salt and hydrogen gas in an acid base reaction.

Explain why phenol behaves as a weak acid.

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