Revise: Esters, fats and oilsStructure of esters

Esters are formed in condensation reactions and broken by hydrolysis. Fats and oils, important compounds in our diet, are naturally occurring esters and their structure explains their properties.

Part ofChemistryRevise: Nature's chemistry

Structure of esters

To make an ester, a hydrogen atom must be removed from the hydroxyl group (–OH) of the alcohol.

The –OH portion of the acid's carboxyl group must also be removed. The hydrogren atom and the -OH combine to form a water molecule (H2O).

Propanol and ethanoic acid condense to form propyl ethanoate

\(propanol + ethanoic\,\,acid \rightleftharpoons propyl\,\,ethanoate + water\)

This same change can be represented using shortened structural formulae:

\(CH_{3}CH_{2}CH_{2}OH+CH_{3}COOH\rightleftharpoons CH_{3}CH_{2}CH_{2}OOCCH_{3}+H_{2}O\)

When looking at the structure of an ester, you can easily name it. Remember that the C=O part of the molecule came from the acid.

In the molecule below, the ester link (-COO) separates the two parts of the molecule.

The full structural formula of ethyl butanoate highlighting the alcohol part of the molecule has 2 carbons and the acid part has 4 carbons.

Since the C=O came from the parent acid, there were four carbon atoms in the acid molecule (butanoic acid) and two carbon atoms in the parent alcohol (ethanol).

This ester is called ethyl butanoate.

The names and structures of some other esters are shown below.

The full structural formulae of methyl propanoate CH3COOC2H5, ethyl ethanoate C2H5COOCH3 and butyl methanoate C4H9COOH