A flavouring compound found in strawberries is ethyl 2-methylbutanoate, , the ester formed from ethanol and 2-methylbutanoic acid. A student plans to synthesize this ester in the laboratory and also to investigate its hydrolysis.
Describe the reagents and conditions required to:
(i) synthesize ethyl 2-methylbutanoate from ethanol and 2-methylbutanoic acid;
(ii) hydrolyse the ester using dilute acid;
(iii) hydrolyse the ester using dilute alkali.
For each reaction, name the organic products formed.