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Trimethyl Phosphite

Trimethyl phosphite is prepared from phosphorus trichloride and is susceptible to oxidation. It reacts with methyl iodide in the Arbuzov reaction to give dimethyl methylphosphonate. As a ligand, trimethyl phosphite has better acceptor properties than trimethylphosphine, forming complexes like the colorless tetrahedral Ni(P(OMe)3)4. It is also used as a mild desulfurization reagent in organic synthesis.

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0% found this document useful (0 votes)
183 views2 pages

Trimethyl Phosphite

Trimethyl phosphite is prepared from phosphorus trichloride and is susceptible to oxidation. It reacts with methyl iodide in the Arbuzov reaction to give dimethyl methylphosphonate. As a ligand, trimethyl phosphite has better acceptor properties than trimethylphosphine, forming complexes like the colorless tetrahedral Ni(P(OMe)3)4. It is also used as a mild desulfurization reagent in organic synthesis.

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Trimethyl phosphite

Trimethyl phosphite is prepared from phosphorus trichloride:

It is susceptible to oxidation to trimethyl phosphate.


It reacts with a catalytic amount of methyl iodide in the Arbuzov
reaction to give dimethyl methylphosphonate:
P(OCH3)3 → CH3P(O)(OCH3)2
As a ligand, trimethyl phosphite has a smaller cone angle and
better acceptor properties relative to trimethylphosphine. A
representative derivative is the colorless, tetrahedral complex
Ni(P(OMe)3)4 (m.p. 108 °C).[3] The tridentate ligand called the
Klaui ligand is derived from trimethylphosphite. The formation
of this ligand illustrates the susceptibility of trimethylphosphite
(and metal complexes thereof) to the Arbuzov reaction.
Trimethyl phosphite is also used as a mild desulfurization
reagent in organic synthesis, for example in the preparation of
derivatives of tetrathiafulvalene.[4]

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