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Tetrakis(hydroxymethyl)phosphonium chloride
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Tetrakis(hydroxymethyl)phosphonium chloride : ウィキペディア英語版
Tetrakis(hydroxymethyl)phosphonium chloride

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Tetrakis(hydroxymethyl)phosphonium chloride (THPC) is an organophosphorus compound with the chemical formula ()Cl. The cation P(CH2OH)4+ is four-coordinate, as is typical for phosphonium salts. THPC has applications as a precursor to fire-retardant materials.〔Svara, Jürgen; Weferling, Norbert ; Hofmann, Thomas. Phosphorus Compounds, Organic. Ullmann's Encyclopedia of Industrial Chemistry. John Wiley & Sons, Inc, 2008 〕
==Synthesis and reactions==
THPC can be synthesized with high yield by treating phosphine with formaldehyde in the presence of hydrochloric acid.〔
:PH3 + 4 H2C=O + HCl → ()Cl
THPC is commonly used to prepare tris(hydroxymethyl)phosphine by treating it with aqueous sodium hydroxide.〔M. Caporali, L. Gonsalvi, F. Zanobini, M. Peruzzini "Synthesis of the Water-Soluble Bidentate (P,N) Ligand PTN(Me)" Inorg. Syntheses, 2011, Vol. 35, p. 92–108. 〕
:()Cl + NaOH → P(CH2OH)3 + H2O + H2C=O + NaCl

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