Thioformamide
 | |
| Identifiers | |
|---|---|
3D model (JSmol)
|
|
| ChemSpider | |
| ECHA InfoCard | 100.003.694 |
| EC Number |
|
PubChem CID
|
|
| UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
| Properties | |
| CH3NS | |
| Molar mass | 61.10 g·mol−1 |
| Appearance | white solid |
| Density | 1.261 g/cm3 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Thioformamide is the organosulfur compound with the formula HC(S)NH2. Although lightly studied, it is of interest as the parent thioamide. The structure has been confirmed by X-ray crystallography, which reveals the expected planar structure with a C=S bond (167 picometer).[1]
The compound is prepared by treating formamide with phosphorus pentasulfide.[1]
As a component of the cyanosulfidic protometabolism hypothesis, thioformamide and related compounds have been implicated as prebiotic precursors to peptides.[2]
References
[edit]- ^ a b Bernhardt, Bastian; Dressler, Friedemann; Eckhardt, André K.; Becker, Jonathan; Schreiner, Peter R. (2021). "Characterization of the Simplest Thiolimine: The Higher Energy Tautomer of Thioformamide". Chemistry – A European Journal. 27 (22): 6732–6739. Bibcode:2021ChEuJ..27.6732B. doi:10.1002/chem.202005188. PMC 8252572. PMID 33496350.
- ^ Patel, Bhavesh H.; Percivalle, Claudia; Ritson, Dougal J.; Duffy, Colm D.; Sutherland, John D. (2015). "Common origins of RNA, protein and lipid precursors in a cyanosulfidic protometabolism". Nature Chemistry. 7 (4): 301–307. Bibcode:2015NatCh...7..301P. doi:10.1038/nchem.2202. PMC 4568310. PMID 25803468.