S. Gastaldi, D. Stien
Apr 15, 2006
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Abstract
[1095-04-1] C18H15PS3 (MW 358.48) InChI = 1S/C18H15PS3/c1-4-10-16(11-5-1)20-19(21-17-12-6-2-7-13-17)22-18-14-8-3-9-15-18/h1-15H InChIKey = MRQLRZQLPODMPG-UHFFFAOYSA-N (metal ligand and phosphorylation agent for free radicals) Alternate Names: triphenyl trithiophosphite. Physical Data: mp 76–77 °C. Solubility: organic solvents (CH2Cl2, THF, acetone, DMF, acetonitrile, DMSO). Form supplied in: not commercially available. Analysis of Reagent Purity: 31P NMR: δ 132.2 ppm; (PhS)3PO: δ 53.0 ppm. Preparative method: tris(phenylthio)phosphine has been prepared by addition of thiophenol or diphenyl disulfide onto yellow phosphorous under basic conditions. It can also be synthesized by reacting thiophenol with phosphorus trichloride. Handling, Storage, and Precautions: P(SPh)3 is sensitive to air and should be protected from oxygen and light. Its toxicity has not been evaluated. However, some phosphites are irritating and also very toxic to aquatic organisms. Furthermore, P(SPh)3 often contains toxic thiophenol as impurity. Therefore, P(SPh)3 should be handled in a fume hood with suitable protective clothing, gloves, and eye protection. This material and its derivatives should be disposed of as hazardous waste.