Formula C18H15PS Appearance white solid | Molar mass 294.3505 g/mol | |
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Triphenylphosphine sulfide (IUPAC name: Triphenyl-λ5-phosphanethione) is the organophosphorus compound with the formula (C6H5)3PS, usually written Ph3PS (Ph = phenyl). It is a colourless solid, which is soluble in a variety of organic solvents.
Contents
Structurally, the molecule resemble the corresponding oxide, with ideallized C3v point group symmetry. It is weakly nucleophilic at sulfur.
Organic synthesis
Triphenylphosphine sulfide is useful for the conversion of epoxides to the corresponding episulfides:
Ph2C2H2O + Ph3PS → Ph2C2H2S + Ph3POAnalytical chemistry
In analytical chemistry, triphenylphosphine is used for the analysis of certain kinds of sulfur compounds. Elemental sulfur (S8), as occurs in some oils, and labile organosulfur compounds, e.g. organic trisulfides, react with triphenylphosphine to give Ph3PS, which can be detected by gas chromatography.