Ester

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Revision as of 16:17, 5 March 2008 by imported>Simon Overduin (added some more synthesis information)
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Ethyl acetate, a small ester.

In chemistry, an ester is a chemical compound that contains a carbonyl functionality attached to an alkoxide.

Esters are widely used in the food industry as artificial flavors. Small esters can be used as solvents.

Synthesis

Esters may be formed through a variety of esterification reactions, most typically the condensation reaction of a carboxylic acid and an alcohol[1]. For instance, the ester ethyl acetate (shown in the figure) can be produced from the condensation reaction between acetic acid and ethanol. A second method of ester preparation (alcoholyses) uses an acid chloride instead of a carboxylic acid.

Both methods involve nucleophilic acyl substitution, that is, the replacement of one nucleophile attached to a carbonyl group with a superior nucleophile[1]. In alcoholyses, the leaving nucleophile is a halide rather than a hydroxyl group.

References

  1. 1.0 1.1 McMurry, J. (1996). Organic Chemistry (4th ed.). Scarborough, Ontario: Nelson Canada. pp. 222, 639, 803, 814, 816-817, 823-825.