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Tetramethylphosphonium bromide

A white, water-soluble organophosphorus compound From Wikipedia, the free encyclopedia

Tetramethylphosphonium bromide
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Tetramethylphosphonium bromide is an organophosphorus compound with the formula (CH3)4PBr. It is a white, water-soluble solid, the salt of the cation tetramethylphosphonium and the bromide anion. It is prepared by treating trimethylphosphine with methyl bromide.

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Structure of Cu2[(Me2P(CH2)2]2.

Deprotonation gives methylenetrimethylphosphine ylide, which can sustain a second deprotonation:[1]

(CH3)4PBr + BuLi → CH3)3P=CH2 + LiBr + BuH
CH3)3P=CH2 + BuLi → CH3)2P(CH2)2Li + BuH

The latter is a precursor to many coordination complexes, e.g., the dicuprous complex Cu2[(Me2P(CH2)2]2.[2]

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