- Sulfuryl chloride
Name = Sulfuryl chloride
ImageFile = Sulfuryl-chloride-2D-dimensions.png
ImageName = Sulfuryl chloride
ImageFile1 = Sulfuryl-chloride-3D-vdW.png
ImageName1 = Sulfuryl chloride
IUPACName = Sulfuryl chloride
OtherNames = Sulfonyl Chloride
Section1 = Chembox Identifiers
CASNo = 7791-25-5
Section2 = Chembox Properties
Formula = SO2Cl2
MolarMass = 134.9648 g/mol
Density = 1.665 g ml-1 at 20 °C
Appearance = Colorless liquid with
a pungent odor.
yellows upon standing.
Solubility = hydrolyzes
MeltingPt = -54.1 °C
BoilingPt = 69.1 °C
Section8 = Chembox Related
Thionyl chloride(SOCl2) Chlorosulfonic acid Sulfuric acid Sulfuryl fluoride
Sulfuryl chloride is SO2Cl2, a compound composed of
sulfur, oxygen, and chlorine. At room temperature, it is a colorless liquid with a pungent odor. Sulfuryl chloride is not found in nature, as can be inferred from its speedy hydrolysis
Sulfuryl chloride is commonly confused with
thionyl chloride, SOCl2. The properties of these two sulfur oxychlorides are quite different: sulfuryl chloride is a source of chlorinewhereas thionyl chloride is a source of chlorideions.
Sulfuryl chloride reacts violently with water, releasing
SO2Cl2 will also decompose when heated to or above 100 °C, about 40 ° above its boiling point.
Upon standing, SO2Cl2 decomposes to
sulfur dioxideand chlorine, which gives the older samples a slightly yellowish color.
Sulfur is tetrahedral in SO2Cl2, being bound to two oxygen atoms via double bonds and to two chlorine atoms via single bonds. The oxidation state of the sulfur atom is +6, as in H2SO4.
ynthesis of sulfuryl chloride
SO2Cl2 is prepared by the reaction of
sulfur dioxideand chlorinein the presence of a catalyst, such as activated carbon.:SO2 + Cl2 → SO2Cl2The crude product can be purified by fractional distillation. It is uncommon to prepare SO2Cl2 in the laboratory because it is supplied by many chemical companies, including FisherChemicals, AcrosOrganics, SFChem, Sigma-Aldrich.
Sulfuryl chloride is often used as source of Cl2. Because it is a pourable liquid, it is considered more convenient than Cl2 to measure, store, and dispense. SO2Cl2 is widely used as a
reagentin the conversion of C-H --> C-Cl adjacent to activating substituents such as carbonyls and sulfoxides. It also chlorinates as alkanes, alkenes, alkynes, aromatics, and epoxides. Such reactions occur under free radicalconditions using an initiator such as AIBN. SO2Cl2 can also convert alcohols to alkyl chlorides. In industry, sulfuryl chloride is most used in producing pesticides.
SO2Cl2 can also be used to treat wool to prevent shrinking.
Lautens, M.; Bouchain, G. " [4+3] Cycloaddition in Water. endo,endo-Dimethyl-8-Oxabicyclo [8-Oxabicyclo [3.2.1] oct-6-en-3-one" Organic Syntheses, ; Vol. 79, p.251 (2002) (Coll. Vol. 10, p.336 (2004)). α-Chlorination of 3-pentanone.
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sulfuryl chloride — sulfonilchloridas statusas T sritis chemija formulė SO₂Cl₂ atitikmenys: angl. sulfonyl chloride; sulfuryl chloride rus. сульфонилхлорид; сульфурилхлорид … Chemijos terminų aiškinamasis žodynas
sulfuryl chloride — noun Etymology: ISV : a pungent corrosive liquid SO2Cl2 obtained usually by direct union of sulfur dioxide and chlorine by means of catalysts and used chiefly as a chlorinating and sulfonating agent since it dissociates when heated or in the… … Useful english dictionary
sulfuryl chloride — Chem. a colorless liquid, SO2Cl2, having a very pungent odor and corrosive to the skin and mucous membranes: used as a chlorinating or sulfonating agent. Also, sulfonyl chloride. [1865 70] * * * … Universalium
Sulfuryl chloride fluoride — Chembox new Name = Sulfuryl chloride fluoride ImageFile = Sulfuryl chloride fluoride 2D.png ImageName = Sulfuryl chloride fluoride IUPACName = Sulfuryl chloride fluoride OtherNames = Sulfuryl fluoride chloride Section1 = Chembox Identifiers CASNo … Wikipedia
Sulfuryl fluoride — Chembox new Name = Sulfuryl fluoride ImageFile = Sulfuryl fluoride 2D dimensions.png ImageName = Sulfuryl fluoride ImageFile1 = Sulfuryl fluoride 3D balls.png ImageName1 = Sulfuryl fluoride IUPACName = Sulfuryl fluoride OtherNames = Sulfonyl… … Wikipedia
Sulfuryl — The sulfuryl group is a functional group in inorganic chemistry consisting of a sulfur atom covalently bonded to two oxygen atoms (O2SX2). It occurs in compounds such as sulfuryl chloride, SO2Cl2 and sulfuryl fluoride, SO2F2.In organic chemistry … Wikipedia
sulfuryl — /sul feuh ril, fyeuh ril/, adj. Chem. containing the sulfuryl group, SO2, as sulfuryl chloride; sulfonyl. [1865 70; SULFUR + YL] * * * … Universalium
sulfuryl — ˈsəlf(y)əˌril noun ( s) Etymology: International Scientific Vocabulary sulfur (I) + yl : the bivalent radical or cation >SO2 of sulfuric acid : sulfonyl used especially in names of inorganic compo … Useful english dictionary
Thionyl chloride — Thionyl chloride … Wikipedia
sulfonyl chloride — noun : the chloride of a sulfonic acid * * * Chem. See sulfuryl chloride. * * * sulfonyl chloride, = sulfuryl chloride. (Cf. ↑sulfuryl chloride) … Useful english dictionary