{{Chembox | ImageFile = HCSNH2.svg | ImageSize = 110 | ImageAlt = | IUPACName = | OtherNames = |Section1={{Chembox Identifiers | CASNo = 115-08-2 | CASNo_Ref = {{Cascite|correct|CAS}} | ChemSpiderID = 2275727 | EC_number = 204-063-7 | PubChem = 3005587 | UNII = G525TLN0E7 | StdInChI=1S/CH3NS/c2-1-3/h1H,(H2,2,3) | StdInChIKey = CYEBJEDOHLIWNP-UHFFFAOYSA-N | SMILES = C(=S)N }} |Section2={{Chembox Properties | C = 1|N=1|S=1|H=3 | MolarMass = | RefractIndex = | Appearance = white solid | Density = 1.261 g/cm<sup>3</sup> | MeltingPt = | MeltingPt_notes = | BoilingPt = | BoilingPt_notes = | Solubility = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} }} '''Thioformamide''' is the organosulfur compound with the formula HC(S)NH<sub>2</sub>. 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).<ref name=Bernhardt>{{cite journal |last1=Bernhardt |first1=Bastian |last2=Dressler |first2=Friedemann |last3=Eckhardt |first3=André K. |last4=Becker |first4=Jonathan |last5=Schreiner |first5=Peter R. |title=Characterization of the Simplest Thiolimine: The Higher Energy Tautomer of Thioformamide |journal=Chemistry – A European Journal |date=2021 |volume=27 |issue=22 |pages=6732–6739 |doi=10.1002/chem.202005188 |pmid=33496350 |pmc=8252572 |bibcode=2021ChEuJ..27.6732B }}</ref>
The compound is prepared by treating formamide with phosphorus pentasulfide.<ref name=Bernhardt/>
As a component of the cyanosulfidic protometabolism hypothesis, thioformamide and related compounds have been implicated as prebiotic precursors to peptides.<ref>{{cite journal |last1=Patel |first1=Bhavesh H. |last2=Percivalle |first2=Claudia |last3=Ritson |first3=Dougal J. |last4=Duffy |first4=Colm D. |last5=Sutherland |first5=John D. |title=Common origins of RNA, protein and lipid precursors in a cyanosulfidic protometabolism |journal=Nature Chemistry |date=2015 |volume=7 |issue=4 |pages=301–307 |doi=10.1038/nchem.2202 |pmid=25803468 |pmc=4568310 |bibcode=2015NatCh...7..301P }}</ref>
==References== {{Reflist}}
Category:Thioamides Category:Formamides