Dimethyl sulfite
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| Names | |||
|---|---|---|---|
| IUPAC name
Methoxysulfinyloxymethane | |||
| Other names | |||
| Identifiers | |||
616-42-2  | |||
| 3D model (Jmol) | Interactive image Interactive image | ||
| ChEBI | CHEBI:48858 | ||
| ChemSpider | 62436 | ||
| ECHA InfoCard | 100.009.529 | ||
| EC Number | 210-481-0 | ||
| PubChem | 69223 | ||
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| Properties | |||
| C2H6O3S | |||
| Molar mass | 110.13 g·mol−1 | ||
| Appearance | Clear liquid | ||
| Density | 1.29 g/cm3 | ||
| Boiling point | 126 °C (259 °F; 399 K) | ||
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |||
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| Infobox references | |||
Dimethyl sulfite is a sulfite ester with the chemical formula (CH3O)2SO.
Dimethyl sulfite is used as an additive in some polymers to prevent oxidation.[2] It is also a potentially useful high energy battery electrolyte solvent.[3]
Structure and conformation
The dimethyl sulfite molecule can adopt several conformations. The most stable is the GG conformer.[1] Each C–O bond is gauche to the S=O bond, depicted below.
Preparation
Dimethyl sulfite is prepared from thionyl chloride and methanol.
- OSCl2 + 2CH3OH → OS(OCH3)2 + 2HCl
See also
- Methyl methanesulfonate, a chemical with the same molecular formula but different arrangement of atoms
- Diethyl sulfite, a similar sulfite ester
- Dimethyl sulfoxide
- Dimethyl sulfate, a sulfate ester
References
- 1 2 Borba, A.; Gómez-Zavaglia, A.; Simões, P. N. N. L.; Fausto, R. (2005). "Matrix Isolation FTIR Spectroscopic and Theoretical Study of Dimethyl Sulfite". J. Phys. Chem. A. 109 (16): 3578–3586. doi:10.1021/jp050020t.
- ↑ Guenther, A.; Koenig, T.; Habicher, W. D.; Schwetlick, K. (1997). "Antioxidant action of organic sulfites. I. Esters of sulfurous acid as secondary antioxidants". Polymer Degradation and Stability. 55 (2): 209–216. doi:10.1016/S0141-3910(96)00150-4.
- ↑ N. P. Yao; E. D'Orsay; D. N. Bennion (1968). "Behavior of Dimethyl Sulfite as a Potential Nonaqueous Battery Solvent". J. Electrochem. Soc. 115 (10): 999–1003. doi:10.1149/1.2410917.
External links
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