Puneet Varma (Editor)

Trimethyl phosphate

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Abbreviations
  
TMP

Boiling point
  
197 °C

Appearance
  
Colorless liquid

Formula
  
(CH3)3PO4

Melting point
  
-46 °C

Trimethyl phosphate Trimethyl phosphate Wikipedia

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

Contents

Trimethyl phosphate Trimethylfosfaat Wikipedia

Production

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

POCl3 + 3 CH3OH + 3 R3N → PO(OCH3)3 + 3 R3NH+Cl

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

Applications

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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.

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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.

Safety considerations

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

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References

Trimethyl phosphate Wikipedia