Triphenylphosphine sulfide

Triphenylphosphine sulfide
Names
Preferred IUPAC name
Triphenyl-λ5-phosphanethione
Other names
  • Triphenylphosphane sulfide
  • Triphenylphosphine sulfide
  • Triphenylthioxophosphorane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.021.280 Edit this at Wikidata
UNII
  • InChI=1S/C18H15PS/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H checkY
    Key: VYNGFCUGSYEOOZ-UHFFFAOYSA-N checkY
  • InChI=1/C18H15PS/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
    Key: VYNGFCUGSYEOOZ-UHFFFAOYAH
  • c1ccc(cc1)P(=S)(c2ccccc2)c3ccccc3
Properties
(C6H5)3PS
Molar mass 294.350461 g/mol
Appearance Colourless solid
Melting point 161 to 163 °C (322 to 325 °F; 434 to 436 K)
Solubility soluble in dichloromethane, ethanol
Related compounds
Related compounds
 Triphenylphosphine oxide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Triphenylphosphine sulfide (IUPAC name: triphenyl-λ5-phosphanethione) is the organophosphorus compound with the formula (C6H5)3PS, usually written Ph3PS (where Ph = phenyl). It is a colourless solid, which is soluble in a variety of organic solvents.

Structurally, the molecule resembles the corresponding oxide, with idealized C3 point group symmetry.[1] It is weakly nucleophilic at the sulfur atom.

  1. ^ Codding, P. W.; Kerr, K. A. (1978). "Triphenylphosphine sulfide". Acta Crystallographica Section B. 34 (12): 3785. Bibcode:1978AcCrB..34.3785C. doi:10.1107/S0567740878012212.