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Thioformic acid

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Thioformic acid
Names
IUPAC name Methanethioic S-acid
Other names Monothioformic acid
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/CH2OS/c2-1-3/h1H,(H,2,3)Key: AWIJRPNMLHPLNC-UHFFFAOYSA-N
SMILES
  • C(=O)S
  • S=CO
Properties
Chemical formula CH2OS
Molar mass 62.09 g·mol
Boiling point 86 °C (187 °F; 359 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Thioformic acid is a chemical compound with the molecular formula CH2OS. As the simplest thiocarboxylic acid, it has been the subject of studies on its properties which may be extrapolated to more complex thiocarboxylic acids.

Like other thiocarboxylic acids, thioformic acid can occur in either of two tautomers. The ratio of the two is dependent on solvent and other factors.

Thioformic acid has been detected in the interstellar medium near the giant molecular cloud G+0.693–0.027 and the hot core G31.41+0.31.

References

  1. Adams, E. P.; Ayad, K. N.; Doyle, F. P.; Holland, D. O.; Hunter, W. H.; Nayler, J. H. C.; Queen, A. (1960). "Antituberculous sulfur compounds. III. Substituted propylene sulfides". Journal of the Chemical Society: 2665–2673. doi:10.1039/jr9600002665.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. ^ Wang, Jia; Marks, Joshua H.; Tuli, Lotefa B.; Mebel, Alexander M.; Azyazov, Valeriy N.; Kaiser, Ralf I. (2022). "Formation of Thioformic Acid (HCOSH)─The Simplest Thioacid─in Interstellar Ice Analogues". The Journal of Physical Chemistry A. 126 (51): 9699–9708. Bibcode:2022JPCA..126.9699W. doi:10.1021/acs.jpca.2c06860. PMID 36534075.
  3. Williams, Gwilym A.; MacDonald, John N.; Boggs, James E. (1990). "Comment on the geometries of cis and trans thioformic and formic acids". Journal of Molecular Structure. 220 (1–2): 321–326. Bibcode:1990JMoSt.220..321W. doi:10.1016/0022-2860(90)80122-Z.
  4. Raaska, T. (1989). "Ab initio SCF studies on thioformic acid: Basis-set effects". Journal of Molecular Structure: Theochem. 201 (1–2): 59–67. doi:10.1016/0166-1280(89)87062-9.
  5. ^ García de la Concepción, J.; Colzi, L.; Jiménez-Serra, I.; Molpeceres, G.; Corchado, J. C.; Rivilla, V. M.; Martín-Pintado, J.; Beltrán, M. T.; Mininni, C. (2022). "The trans/Cis ratio of formic (HCOOH) and thioformic (HC(O)SH) acids in the interstellar medium". Astronomy & Astrophysics. 658: A150. arXiv:2111.10842. Bibcode:2022A&A...658A.150G. doi:10.1051/0004-6361/202142287.
  6. Delaere, David; Raspoet, Greet; Nguyen, Minh Tho (1999). "Thiol−Thione Tautomerism in Thioformic Acid: Importance of Specific Solvent Interactions". The Journal of Physical Chemistry A. 103 (1): 171–177. Bibcode:1999JPCA..103..171D. doi:10.1021/jp983298c.
  7. Duarte, Fernanda; Toro-Labbé, Alejandro (2010). "The catalytic effect of water on the keto-enol tautomerisation reaction of thioformic acid". Molecular Physics. 108 (10): 1375–1384. Bibcode:2010MolPh.108.1375D. doi:10.1080/00268971003698064.
  8. Rodríguez-Almeida, Lucas F.; Jiménez-Serra, Izaskun; Rivilla, Víctor M.; Martín-Pintado, Jesús; Zeng, Shaoshan; Tercero, Belén; De Vicente, Pablo; Colzi, Laura; Rico-Villas, Fernando; Martín, Sergio; Requena-Torres, Miguel A. (2021). "Thiols in the Interstellar Medium: First Detection of HC(O)SH and Confirmation of C2H5SH". The Astrophysical Journal Letters. 912 (1): L11. arXiv:2104.08036. Bibcode:2021ApJ...912L..11R. doi:10.3847/2041-8213/abf7cb.
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