To install click the Add extension button. That's it.

The source code for the WIKI 2 extension is being checked by specialists of the Mozilla Foundation, Google, and Apple. You could also do it yourself at any point in time.

How to transfigure the Wikipedia

Would you like Wikipedia to always look as professional and up-to-date? We have created a browser extension. It will enhance any encyclopedic page you visit with the magic of the WIKI 2 technology.

Try it — you can delete it anytime.

Install in 5 seconds
4,5
Kelly Slayton
Congratulations on this excellent venture… what a great idea!
Alexander Grigorievskiy
I use WIKI 2 every day and almost forgot how the original Wikipedia looks like.
Live Statistics
English Articles
Improved in 24 Hours
Added in 24 Hours
Languages
Recent
Show all languages
What we do. Every page goes through several hundred of perfecting techniques; in live mode. Quite the same Wikipedia. Just better.
Great Wikipedia has got greater.
.
Leo
Newton
Brights
Milds

Diphenyl sulfide

From Wikipedia, the free encyclopedia

Diphenyl sulfide
Diphenyl sulfide molecule
Names
IUPAC name
Phenylsulfanylbenzene
Identifiers
3D model (JSmol)
Abbreviations Ph2S
1907932
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.884 Edit this at Wikidata
EC Number
  • 205-371-4
UNII
  • InChI=1S/C12H10S/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H
    Key: LTYMSROWYAPPGB-UHFFFAOYSA-N
  • C1=CC=C(C=C1)SC2=CC=CC=C2
Properties
(C6H5)2S
Molar mass 186.27 g·mol−1
Appearance Colorless liquid
Density 1.113 g/cm3 (20 °C)[1]
Vapor: 6.42 (air = 1.0)
Melting point −25.9 °C (−14.6 °F; 247.2 K)
Boiling point 296 °C (565 °F; 569 K)
insoluble
Solubility Soluble in diethyl ether, benzene, carbon disulfide.
Vapor pressure 0.01 hPa at 25 °C[2]
1.6327
Viscosity
  • Dynamic:
  • 21.45 mPa·s at 20 °C
  • 18.4 mPa·s at 40 °C
  • Kinematic:
  • 19.43 mm2/s at 20 °C
  • 16.7 mm2/s at 40 °C
Structure
Bent on the sulfur atom
Hazards
GHS labelling:
GHS07: Exclamation mark
GHS09: Environmental hazard
Warning
H302, H315, H319, H410
P264, P270, P273, P280, P301+P312, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P362+P364, P391, P501
Flash point 113 °C (235 °F)
Lethal dose or concentration (LD, LC):
  • 300 to 2000 mg/kg (oral, female rat)</ref>
  • 5000 mg/kg (dermal, female rat)
  • 11300 μL/kg (dermal, rabbit)[3]
  • 490 μL/kg (oral, rat)</ref>
  • 545 mg/kg (oral, rat)
  • 12600 mg/kg (dermal, rabbit)[2]
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Diphenyl sulfide is an organosulfur compound with the chemical formula (C6H5)2S, often abbreviated as Ph2S, 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.[4]Diphenyl sulfide and its analogues can also be produced by coupling reactions using metal catalysts.[5] It can also be prepared by reduction of diphenyl sulfone.[6]

Diphenyl sulfide is a product of the photodegradation of the fungicide edifenphos.[7]

Diphenyl sulfide is a precursor to triarylsulfonium salts, which are used as photoinitiators. The compound can be oxidized to the sulfoxide with hydrogen peroxide.[8]

References

  1. ^ "3". CRC Handbook of Chemistry and Physics (90 ed.). 2010. p. 220.
  2. ^ a b "GESTIS-Stoffdatenbank".
  3. ^ "Diphenyl sulfide".
  4. ^ Hartman, W. W.; Smith, L. A.; Dickey, J. B. (1934). "Diphenyl Sulfide". Organic Syntheses. 14: 36. doi:10.15227/orgsyn.014.0036.
  5. ^ Lian, Zhong; Bhawal, Benjamin N.; Yu, Peng; Morandi, Bill (2017). "Palladium-catalyzed carbon-sulfur or carbon-phosphorus bond metathesis by reversible arylation". Science. 356 (6342): 1059–1063. Bibcode:2017Sci...356.1059L. doi:10.1126/science.aam9041. PMID 28596362. S2CID 206657928.
  6. ^ Krafft, F.; Vorster, W. (1893). "Ueber Umwandlung des Diphenylsulfons in Diphenylsulfid und Diphenylselenid". Berichte der Deutschen Chemischen Gesellschaft. 26 (3): 2813–2822. doi:10.1002/cber.18930260393.
  7. ^ Murai, Toshinobu (1977). "Photodecomposition of O -Ethyl S , S -Diphenyl Phosphorodithiolate (Edifenphos)". Agricultural and Biological Chemistry. 41: 71–77. doi:10.1080/00021369.1977.10862468.
  8. ^ Sato, Kazuhiko; Hyodo, Mamoru; Aoki, Masao; Zheng, Xiao-Qi; Noyori, Ryoji (2001). "Oxidation of Sulfides to Sulfoxides and Sulfones with 30% Hydrogen Peroxide under Organic Solvent- and Halogen-Free Conditions". Tetrahedron. 57 (13): 2469–2476. doi:10.1016/s0040-4020(01)00068-0.
This page was last edited on 14 January 2024, at 00:03
Basis of this page is in Wikipedia. Text is available under the CC BY-SA 3.0 Unported License. Non-text media are available under their specified licenses. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc. WIKI 2 is an independent company and has no affiliation with Wikimedia Foundation.
Contact WIKI 2
Introduction
Terms of Service
Privacy Policy