Phosphoric Acids and Phosphates - Phosphate and Phosphite Esters

Phosphate and Phosphite Esters

The -OH groups in phosphoric acids can also condense with the hydroxyl groups of alcohols to form phosphate esters. Since orthophosphoric acid has three -OH groups, it can esterify with one, two, or three alcohol molecules to form a mono-, di-, or triester. See the general structure image of an ortho- (or mono-) phosphate ester below on the left, where any of the R groups can be a hydrogen or an organic radical. Pyro- (or di-) phosphate esters and tripoly- (or tri-) phosphate esters, etc. are also possible. Any -OH groups on the phosphates in these ester molecules may lose H+ ions to form anions, again depending on the pH in a solution. In the biochemistry of living organisms, there are many kinds of (mono)phosphate, diphosphate, and triphosphate compounds (essentially esters), many of which play a significant role in metabolism such as adenosine diphosphate (ADP) and triphosphate (ATP).

Similarly, phosphorous acid can bond with alcohol molecules to form a phosphite ester. See the general structure image below on the right. The two dots on the P represent the lone electron pair of the phosphorus atom.

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