Sulfine
Sulfinylmethane or sulfine is an organic compound with molecular formula H2CSO. It is the simplest sulfine. Sulfines are chemical compounds with the general structure XY=SO.[1] IUPAC considers the term 'sulfine' obsolete,[2] preferring instead thiocarbonyl S-oxide, despite this the use of the term sulfine still predominates in the chemical literature.
Names | |
---|---|
IUPAC name
sulfinylmethane | |
Other names
sulfine | |
Identifiers | |
3D model (JSmol) |
|
ChemSpider | |
PubChem CID |
|
CompTox Dashboard (EPA) |
|
| |
| |
Properties | |
CH2OS | |
Molar mass | 62.09 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Substituted sulfines
The parent sulfine H2CSO is very labile, whereas substituted derivatives are more conveniently isolated. One example is syn-propanethial-S-oxide which is produced from allicin and is responsible for eye-watering effects of cutting onions. Another example is diphenylsulfine, obtained by oxidation of thiobenzophenone:[3]
- (C6H5)2C=S + [O] → (C6H5)2C=S=O
See also
- Sulfene - related functional group with the formula H2C=SO2
- Ethenone
- Heterocumulene
References
- Binne Zwanenburg (1989). "Sulfine Chemistry". Phosphorus, Sulfur, and Silicon and the Related Elements. 43. doi:10.1080/10426508908040276.
- IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version: (2006–) "sulfines". doi:10.1351/goldbook.S06108
- G. Rindorf, L. Carlsen (1979). "The crystal and molecular structures of the thiobenzophenone S-oxide and thiobenzophenone". Acta Crystallogr. B35: 1179–1182. doi:10.1107/S0567740879005835.CS1 maint: uses authors parameter (link)
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.