Diphenyl sulfide explained
Diphenyl sulfide is an organosulfur compound with the chemical formula, often abbreviated as, where Ph stands for phenyl. It is a colorless liquid with an unpleasant odor. Diphenyl sulfide is an aromatic sulfide. The molecule consists of two phenyl groups attached to a sulfur atom.
Synthesis, reactions, occurrence
Many methods exist for the preparation of diphenyl sulfide. It arises by a Friedel-Crafts-like reaction of sulfur monochloride and benzene.[1] Diphenyl sulfide and its analogues can also be produced by coupling reactions using metal catalysts.[2] It can also be prepared by reduction of diphenyl sulfone.[3]
Diphenyl sulfide is a product of the photodegradation of the fungicide edifenphos.[4]
Diphenyl sulfide is a precursor to triarylsulfonium salts, which are used as photoinitiators. The compound can be oxidized to the sulfoxide with hydrogen peroxide.[5]
Notes and References
- 10.15227/orgsyn.014.0036 . Diphenyl Sulfide . Organic Syntheses . 1934 . 14 . 36. W. W.. Hartman. L. A.. Smith. J. B.. Dickey.
- 10.1126/science.aam9041 . Palladium-catalyzed carbon-sulfur or carbon-phosphorus bond metathesis by reversible arylation . 2017 . Lian . Zhong . Bhawal . Benjamin N. . Yu . Peng . Morandi . Bill . Science . 356 . 6342 . 1059–1063 . 28596362 . 2017Sci...356.1059L . 206657928 .
- Ueber Umwandlung des Diphenylsulfons in Diphenylsulfid und Diphenylselenid . 10.1002/cber.18930260393 . 1893 . Krafft . F. . Vorster . W. . Berichte der Deutschen Chemischen Gesellschaft . 26 . 3 . 2813–2822 .
- 10.1080/00021369.1977.10862468 . Photodecomposition of O -Ethyl S, S -Diphenyl Phosphorodithiolate (Edifenphos) . 1977 . Murai . Toshinobu . Agricultural and Biological Chemistry . 41 . 71–77 .
- 10.1016/s0040-4020(01)00068-0 . Oxidation of Sulfides to Sulfoxides and Sulfones with 30% Hydrogen Peroxide under Organic Solvent- and Halogen-Free Conditions . 2001 . Sato . Kazuhiko . Hyodo . Mamoru . Aoki . Masao . Zheng . Xiao-Qi . Noyori . Ryoji . Tetrahedron . 57 . 13 . 2469–2476 .
