Tetramethylphosphonium chloride

Some compounds are named as derivatives of the simple phosphoms hydrides (phosphines). For example, dimethylphosphine [676-59-5], (CH2)3PH triphenylphosphine oxide [791-28-6], (CgH3)3P=0 1,2-dimethyldiphosphine [53684-00-7], CH PHPHCH diethyliodophosphine [20472-47-3], (C2H3)2PI phosphonium iodide [12125-09-6], PH" P tetramethylphosphonium chloride [1941 -19-1], (CH3) P" C1 and phenylphosphonium bromide [55671-96-0], CgH PHjBr-. 

Tetramethylphosphonium chloride, 19 20 Tetramethylsuccinonitrile (TMSN), 17 241 Tetramethylthiuram disulfide (TMTD), 21 794... 

The best conditions for making tetramethylphosphonium chloride in over 90% yield is to heat a mixture of P CH3CI = 1 1 to 1 2 to 250-260 °C for 5 h under pressure. Tetramethylphosphonium bromide is similarly obtained in 90% yield at 230 °C. The desired phosphonium salts are accompanied by methylphos-phonous dihalide, phosphorus trihalide and sometimes a trace of dimethylphos-phinoushalide... 

FIGURE 4.22 The proton-decoupled spectrum of tetramethylphosphonium chloride,... 

Trimethylphosphine, (CH3)3P, may be prepared as follows (1) Methyl chloride is passed over a phosphorus-calcium alloy, dimethyl-phosphorus, [(CH3)2P]a, being formed at the same time. (2) By the action of methyl iodide on a phosphorus-sodium alloy, the by-products being dimethylphosphorus and tetramethylphosphonium iodide. (3)... 

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