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Question 660 of 785 in Organic Chemistry

Esters

7 marks · Hard

A student mixes methanol and propanoic acid in the presence of a few drops of concentrated sulfuric acid and heats the mixture.

(a)

Describe the type of reaction taking place and explain what is meant by 'esterification'.

[2 marks]
(b)

Draw the displayed formula of the ester formed in this reaction.

[3 marks]
(c)

State one common use for this ester.

[1 mark]
(d)

Write the balanced chemical equation (using molecular formulae, not names) for the formation of the ester in part (b).

[1 mark]

Work this out on paper, then compare with the answer and worked solution below. With a free account you can submit written answers for marking.

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(a) — · must show Esterification is a reaction between an alcohol and a carboxylic acid to form an ester and water., It is a condensation reaction since water is lost.

(b) — · must show Displayed structure of methyl propanoate: CH3CH2COOCH3, all bonds shown.

(c) used as a flavouring · must show Accept food flavouring, perfume, or fragrance

(d) CH3CH2COOH + CH3OH → CH3CH2COOCH3 + H2O · must show Balanced formula equation for methyl propanoate formation

Also accept: Food flavouring; Perfume

Common mistakes: Incorrectly joining the molecules; Incorrect balanced equation; Swapping the reactants for the ester linkage

Show mark scheme and worked solution

Marking points

M1 (a) · 1 mark · States that esterification reacts an alcohol and carboxylic acid to give ester and water.

A1 (a) · 1 mark · Correctly explains that water is lost so it is a condensation reaction.

D1 (b) · 1 mark · Correct structure of methyl propanoate with all carbon, hydrogen, oxygen atoms and bonds.

D2 (b) · 1 mark · Ester linkage (COO) shown correctly.

D3 (b) · 1 mark · No atoms or bonds missing; hydrogen positions all correct.

B1 (c) · 1 mark · Suitable use given, e.g. food flavouring or perfume.

A2 (d) · 1 mark · Balanced formula equation for methyl propanoate formation.

Worked solution

a. This is an esterification reaction, in which an alcohol and a carboxylic acid react to form an ester and water. It is a condensation reaction because water is eliminated as the molecules join together.

b. The displayed formula for methyl propanoate is:

All atoms and bonds shown. The COO group is the ester linkage.

c. Use: Methyl propanoate can be used as a flavouring (or perfume/fragrance).

d. The balanced chemical equation is:

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