Dimethyl Sulfite on:
[Wikipedia]
[Google]
[Amazon]
Dimethyl sulfite is a sulfite ester with the
chemical formula
In chemistry, a chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, ...
(CH3O)2SO.
Dimethyl sulfite is used as an additive in some polymers to prevent oxidation. It is also a potentially useful high energy battery electrolyte solvent.
Structure and conformation
The dimethyl sulfite molecule can adopt several conformations. The most stable is the ''GG'' conformer. Each C–O bond isgauche
Gauche may refer to:
* Literal left-hand-referenced relative direction:
** A style of Western fencing using the main-gauche, i.e. the parrying dagger, normally held in the left hand
** Rive Gauche, on the southern (i.e., left, when facing down th ...
to the S=O bond, depicted below.
Preparation
Dimethyl sulfite is prepared from a 1:2 ratio ofthionyl chloride
Thionyl chloride is an inorganic compound with the chemical formula . It is a moderately volatile, colourless liquid with an unpleasant acrid odour. Thionyl chloride is primarily used as a chlorinating reagent, with approximately per year bein ...
and methanol. The reaction can be catalyzed by tertiary amine bases and likely proceeds via the chlorosulfinate (MeOS(O)Cl), this intermediate will exist only fleetingly in the presence of methanol and as such its decomposition to methyl chloride
Chloromethane, also called methyl chloride, Refrigerant-40, R-40 or HCC 40, is an organic compound with the chemical formula . One of the haloalkanes, it is a colorless, odorless, flammable gas. Methyl chloride is a crucial reagent in industrial ...
and sulfur dioxide
Sulfur dioxide ( IUPAC-recommended spelling) or sulphur dioxide (traditional Commonwealth English) is the chemical compound with the formula . It is a toxic gas responsible for the odor of burnt matches. It is released naturally by volcanic ...
(via the slower SNi SNI may refer to:
Science and technology
* Substitution nucleophilic internal, a chemistry reaction mechanism
* Swedish Standard Industrial Classification, a Swedish economic classification system
* Server Name Indication, an extension to the TL ...
mechanism) is not observed to any great extent.
:
See also
*Methyl methanesulfonate
Methyl methanesulfonate (MMS), also known as methyl mesylate, is an alkylating agent and a carcinogen. It is also a suspected reproductive toxicant, and may also be a skin/sense organ toxicant. It is used in cancer treatment.Diethyl sulfite, a similar sulfite ester
*
WebBook page for C2H6SO3
Organosulfites Methyl esters
Dimethyl sulfoxide
Dimethyl sulfoxide (DMSO) is an organosulfur compound with the formula ( CH3)2. This colorless liquid is the sulfoxide most widely used commercially. It is an important polar aprotic solvent that dissolves both polar and nonpolar compounds ...
* Dimethyl sulfate
Dimethyl sulfate (DMS) is a chemical compound with formula (CH3O)2SO2. As the diester of methanol and sulfuric acid, its formula is often written as ( CH3)2 SO4 or Me2SO4, where CH3 or Me is methyl. Me2SO4 is mainly used as a methylating agen ...
, a sulfate ester
References
{{ReflistExternal links
WebBook page for C2H6SO3
Organosulfites Methyl esters