| |
| Names | |
|---|---|
| Preferred IUPAC name N,N,N,N-Tetramethyl-1,2,3-trithiodicarbonic diamide | |
| Other names N,N,N′,N′-Tetramethylthiuram monosulfide | |
| Identifiers | |
| CAS Number | |
| ECHA InfoCard | 100.002.369 
|
| PubChem CID | |
| UNII | |
| CompTox Dashboard (EPA) | |
| Properties | |
| Chemical formula | C6H12N2S3 |
| Molar mass | 208.36 g·mol |
| Density | 1.39 |
| Melting point | 107 °C (225 °F; 380 K) |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references | |
Tetramethylthiuram sulfide is an organosulfur compound with the formula ((CH3)2NCS)2S. It is a yellow solid that is soluble in organic solvents. It is the parent member of a large class of tetraalkylthiuram sulfides. It is used as an activator in the sulfur vulcanization of natural and butyl rubbers.
Synthesis and structure
It is prepared by desulfuration of tetramethylthiuram disulfides with triphenylphosphine or cyanide:
- (Me2NCSS)2 + PPh3 → (Me2NCS)2S + SPPh3
According to X-ray crystallography, the molecule consists of two planar (CH3)2NCS subunits joined by a sulfide. The dihedral angle between the subunits is close to 90°.
References
- Schubart, Rüdiger (2000). "Dithiocarbamic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a09_001. ISBN 978-3527306732.
- "Patent information sheet: TMTM". ChemoTechnique. Chemotechnique Diagnostics. Retrieved 23 October 2018.
- Skelton, B. W.; White, A. H. (1977). "Crystal structures of N,N,N′,N′-tetramethylthiuram monosulphide and diiodo(N,N,N′,N′-tetramethylthiuram monosulphide)mercury(II)". Australian Journal of Chemistry. 30 (8): 1693. doi:10.1071/CH9771693.
 | This article about an organic compound is a stub. You can help Misplaced Pages by expanding it. |