Diethyl sulfite

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Diethyl sulfite
Diethyl sulfite Structural FormulaV1-Seite001.svg
Diethyl-sulfite-3D-balls.png
Names
Preferred IUPAC name
Diethyl sulfite
Other names
Diethyl sulphite
Sulfurous acid, diethyl ester
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.009.832 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 210-815-5
PubChem CID
UNII
  • InChI=1S/C4H10O3S/c1-3-6-8(5)7-4-2/h3-4H2,1-2H3 Yes check.svgY
    Key: NVJBFARDFTXOTO-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C4H10O3S/c1-3-6-8(5)7-4-2/h3-4H2,1-2H3
    Key: NVJBFARDFTXOTO-UHFFFAOYAE
  • CCOS(=O)OCC
  • O=S(OCC)OCC
Properties
C4H10O3S
Molar mass 138.18 g·mol−1
AppearanceClear liquid
Density 1.88 g/cm3
Boiling point 158 to 160 °C (316 to 320 °F; 431 to 433 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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Diethyl sulfite (C4H10O3S) is an ester of sulfurous acid. Among other properties, diethyl sulfite inhibits the growth of mold spores during grain storage. [1]

Contents

Diethyl sulfite is used as an additive in some polymers to prevent oxidation. [2]

See also

Related Research Articles

Ether Class of organic compounds

Ethers are a class of organic compounds that contain an ether group—an oxygen atom connected to two alkyl or aryl groups. They have the general formula R–O–R′, where R and R′ represent the alkyl or aryl groups. Ethers can again be classified into two varieties: if the alkyl or aryl groups are the same on both sides of the oxygen atom, then it is a simple or symmetrical ether, whereas if they are different, the ethers are called mixed or unsymmetrical ethers. A typical example of the first group is the solvent and anaesthetic diethyl ether, commonly referred to simply as "ether" (CH3–CH2–O–CH2–CH3). Ethers are common in organic chemistry and even more prevalent in biochemistry, as they are common linkages in carbohydrates and lignin.

Ester Chemical compounds consisting of a carbonyl adjacent to an ether linkage

An ester is a chemical compound derived from an oxoacid in which at least one –OH hydroxyl group is replaced by an –O– alkyl (alkoxy) group, as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides are fatty acid esters of glycerol; they are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.

Sulfurous acid Chemical compound

Sulfurous acid is the chemical compound with the formula H2SO3. There is no evidence that sulfurous acid exists in solution, but the molecule has been detected in the gas phase. The conjugate bases of this elusive acid are, however, common anions, bisulfite and sulfite. Sulfurous acid is an intermediate species in the formation of acid rain from sulfur dioxide.

Sulfite Oxyanion with a central atom of sulfur surrounded by 3 oxygen atoms

Sulfites or sulphites are compounds that contain the sulfite ion, SO2−
3
. The sulfite ion is the conjugate base of bisulfite. Although its acid is elusive, its salts are widely used.

Malonic acid Carboxylic acid with chemical formula CH2(COOH)2

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Diethyl ether peroxide Chemical compound

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Sulfonic acid Class of chemical compounds

A sulfonic acid (or sulphonic acid) refers to a member of the class of organosulfur compounds with the general formula R−S(=O)2−OH, where R is an organic alkyl or aryl group and the S(=O)2(OH) group a sulfonyl hydroxide. As a substituent, it is known as a sulfo group. A sulfonic acid can be thought of as sulfuric acid with one hydroxyl group replaced by an organic substituent. The parent compound (with the organic substituent replaced by hydrogen) is the parent sulfonic acid, HS(=O)2(OH), a tautomer of sulfurous acid, S(=O)(OH)2. Salts or esters of sulfonic acids are called sulfonates.

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Dimethyl sulfite Chemical compound

Dimethyl sulfite is a sulfite ester with the chemical formula (CH3O)2SO.

Sulfoxide

A sulfoxide is a chemical compound containing a sulfinyl (SO) functional group attached to two carbon atoms. It is a polar functional group. Sulfoxides are an oxidized derivatives of sulfides. Examples of important sulfoxides are alliin, a precursor to the compound that gives freshly crushed garlic its aroma, and dimethyl sulfoxide (DMSO), a common solvent.

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Knorr pyrrole synthesis

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Bisulfite Chemical compound or ion

The bisulfite ion (IUPAC-recommended nomenclature: hydrogensulfite) is the ion HSO
3
. Salts containing the HSO
3
ion are also known as "sulfite lyes". Sodium bisulfite is used interchangeably with sodium metabisulfite (Na2S2O5). Sodium metabisulfite dissolves in water to give a solution of Na+HSO
3
.

Zinc dithiophosphate Lubricant additive

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Hydroxylammonium sulfate Chemical compound

Hydroxylammonium sulfate (NH3OH)2SO4, is the sulfuric acid salt of hydroxylamine. It is primarily used as an easily handled form of hydroxylamine, which is explosive when pure.

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Sulfite ester

A sulfite ester is a functional group with the structure (RO)(R'O)SO. They adopt a trigonal pyramidal molecular geometry due to the presence of lone pairs on the sulphur atom.

Thiosulfurous acid Chemical compound

Thiosulfurous acid (HS−S(=O)−OH) is a hypothetical compound with the formula S2(OH)2. Attempted synthesis leads to polymers. It is a low oxidation state (+1) sulfur acid. It is the equivalent acid for disulfur monoxide. Salts derived from thiosulfurous acid, which are also unknown, are named "thiosulfites" or "sulfurothioites". The ion is S=SO2−
2
.

Wine preservatives Food preservation

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References

  1. Pasiut, Lad A.; DeMarinis, F. (1966). "Inhibition of growth of spores of Penicillium and Aspergillus isolated from the white molds of silages". Ohio Journal of Science. 66 (1): 64–68.
  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.