Divinyl sulfide
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| Names | |
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| Other names
vinyl sulfide, DVS
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C4H6S | |
| Molar mass | 86.15 g·mol−1 |
| Appearance | colorless liquid |
| Density | 0.9098 g/cm3 (20 °C) |
| Melting point | 20 °C (68 °F; 293 K) |
| Boiling point | 84 °C (183 °F; 357 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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Divinyl sulfide is the organosulfur compound with the formula S(CH=CH2)2. It is a colorless liquid with a faint odor. It is found in the oil of some species of Allium.[1][2]
It is notable as the product from hydrogen sulfide and acetylene, a combination that arises when acetylene is generated by hydrolysis of technical grade calcium carbide, which contains impurities of calcium sulfide.[3]
Divinylsulfide was first prepared in 1920 by the reaction of sulfur mustard with sodium ethoxide:[3]
- (ClCH2CH2)2S + 2 NaOEt → (CH2=CH)2S + 2 EtOH + 2 NaCl
A variety of monovinyl sulfides are known, often arising from the reactions of thiols and acetylenes.[4]
References
- ^ Ruigh, William L.; Major, Randolph T. (1931). "The Preparation and Properties of Pure Divinyl Ether". Journal of the American Chemical Society. 53 (7): 2662–2671. doi:10.1021/ja01358a030.
- ^ "Divinyl sulfide (FDB012121)". FooDB.
- ^ a b "Divinyl Sulfide: Synthesis, Properties, and Applications". Sulfur Reports. 3 (9): 323–393. 1984. doi:10.1080/01961778408082463.
{{cite journal}}: Cite uses deprecated parameter|authors=(help) - ^ "Sulfur-containing vinyl ethers". Sulfur Reports. 15 (2): 237–316. 1994. doi:10.1080/01961779408048961.
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