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Tris(dimethylamino)phosphine

Tris(dimethylamino)phosphine is an organophosphorus compound with the formula P(NMe<sub>2</sub>)<sub>3</sub> (Me = methyl). It is a colorless oil at room temperature, and is one of the most common aminophosphines. Its structure has been determined by X-ray crystallography.

Tris(dimethylamino)phosphine acts as a base. It reacts with oxygen to give hexamethylphosphoramide, O=P(NMe<sub>2</sub>)<sub>3</sub>, and with sulfur to give the corresponding compound hexamethylthiophosphoramide, S=P(NMe<sub>2</sub>)<sub>3</sub>. It can also act as a ligand, forming complexes with a variety of metal centers. Its steric and electronic properties are similar to those of triisopropylphosphine.

Because of its affinity for sulfur, tris(dimethylamino)phosphine is also effective as a desulfurization agent, e.g., in the conversion of dibenzyl disulfide into dibenzyl sulfide:

PhCH<sub>2</sub>SSCH<sub>2</sub>Ph + P(NMe<sub>2</sub>)<sub>3</sub> → S=P(NMe<sub>2</sub>)<sub>3</sub> + PhCH<sub>2</sub>SCH<sub>2</sub>Ph (Ph = phenyl)

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