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Trimethyl phosphate

Trimethyl phosphate is the trimethyl ester of phosphoric acid. It is a colourless, nonvolatile liquid. It has the chemical formula or . It has some specialized uses in the production of other compounds.

Production

Trimethyl phosphate is prepared by treating phosphorus oxychloride with methanol in the presence of an amine base:

It is a tetrahedral molecule that is a weakly polar solvent.

Applications

Trimethyl phosphate is a mild methylating agent, useful for dimethylation of anilines and related heterocyclic compounds. The method is complementary to the traditional Eschweiler-Clarke reaction in cases where formaldehyde engages in side reactions.

Trimethyl phosphate is used as a solvent for aromatic halogenations and nitrations as required for the preparation of pesticides and pharmaceuticals.

Other applications

It is used as a color inhibitor for fibers (e.g. polyester) and other polymers. Trimethyl phosphate is used as a simulant for chemical weapon nerve agents.

Safety considerations

With an LD50 of 2g/kg for rats, trimethylphosphate is expected to have low acute toxicity.

References

External links