Dimethyl sulfite

Dimethyl sulfite
IUPAC name Methoxysulfinyloxymethane
Other names Dimethyl sulphite Sulfurous acid, dimethyl ester DMSO3[1]
Identifiers
CAS number	616-42-2
PubChem	69223
ChemSpider	62436 Y
EC number	210-481-0
ChEBI	CHEBI:48858 Y
Jmol-3D images	Image 1 Image 2
SMILES COS(=O)OC O=S(OC)OC
InChI InChI=1S/C2H6O3S/c1-4-6(3)5-2/h1-2H3 Y Key: BDUPRNVPXOHWIL-UHFFFAOYSA-N Y InChI=1/C2H6O3S/c1-4-6(3)5-2/h1-2H3 Key: BDUPRNVPXOHWIL-UHFFFAOYAF
Properties
Molecular formula	C2H6O3S
Molar mass	110.088 g/mol
Appearance	Clear liquid
Density	1.29 g/cm3
Boiling point	126 °C, 399 K, 259 °F
Y sulfite (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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

Although formally derived from sulfurous acid, 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. ^ ^{a b} 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. 
2. ^ 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. 
3. ^ N. P. Yao, E. D'Orsay, and 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

• WebBook page for C2H6SO3

This article about an ester is a stub. You can help Wikipedia by expanding it.v · Categories: Organosulfites Ester stubs Wikimedia Foundation. 2010. Игры ⚽ Поможем сделать НИР Verna Felton Ju Jun Look at other dictionaries: Dimethyl sulfoxide — Dimethyl sulfoxide …   Wikipedia Diethyl sulfite — IUPAC name 1 Ethoxysulfinyloxyethane …   Wikipedia organosulfur compound — ▪ chemical compound Introduction also spelled  organosulphur compound , also called  organic sulfur compound   a subclass of organic substances that contain sulfur and that are known for their varied occurrence and unusual properties. They are… …   Universalium Classes of organosulfur compounds — ▪ Table Classes of organosulfur compounds structure name example RSH thiol methanethiol RSR sulfide dimethyl sulfide RSSR disulfide methyl disulfide RSSSR trisulfide dimethyl trisulfide RSnR polysulfide dimethyl polysulfide (RS)2CH2 thioacetal… …   Universalium Methyl methanesulfonate — IUPAC name …   Wikipedia Dictionary of chemical formulas — This is a list of chemical compounds with chemical formulas and CAS numbers, indexed by formula. This complements alternative listings to be found at list of inorganic compounds, list of organic compounds and inorganic compounds by element. Table …   Wikipedia Lignosulfonates — Lignosulfonates, or sulfonated lignin, (CAS number 8062 15 5) are water soluble anionic polyelectrolyte polymers: they are byproducts from the production of wood pulp using sulfite pulping.cite encyclopedia |last=Lebo |first=Stuart E. Jr. |author …   Wikipedia List of food additives — This is an alphabetical list of food additives. For related lists, see also: List of food additives, Codex Alimentarius and E number.: This article is incomplete. Please help by expanding it. List of food additive types* Acidity regulators * Anti …   Wikipedia Pulp (paper) — Fibres in wood pulp Pulp is a lignocellulosic fibrous material prepared by chemically or mechanically separating cellulose fibres from wood, fibre crops or waste paper. Wood pulp is the most common raw material in papermaking. Contents …   Wikipedia Microbial metabolism — is the means by which a microbe obtains the energy and nutrients (e.g. carbon) it needs to live and reproduce. Microbes use many different types of metabolic strategies and species can often be differentiated from each other based on metabolic… …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”