Thiocarbonic acid: Difference between revisions
Bernardirfan (talk | contribs) Clarification |
Bernardirfan (talk | contribs) Incorrect IUPAC systematic name |
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| ImageFile = Thiocarbonic-acid-2D.png |
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| Name = Trithiocarbonic acid |
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| IUPACName = Carbonotrithioic acid |
| IUPACName = Carbonotrithioic acid |
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| SystematicName = |
| SystematicName = Trithiocarbonic acid |
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| OtherNames = |
| OtherNames = Thiocarbonic acid<br/>Sulfocarbonic acid<br/>Trisulfocarbonic acid<br/>Dithiocarbon sulfide |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|??}} |
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Revision as of 16:29, 28 January 2023
| File:Thiocarbonic-acid-2D.png | |
| Names | |
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| IUPAC name
Carbonotrithioic acid
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| Systematic IUPAC name
Trithiocarbonic acid | |
| Other names
Thiocarbonic acid
Sulfocarbonic acid Trisulfocarbonic acid Dithiocarbon sulfide | |
| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.008.931 |
| EC Number |
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| MeSH | C013321 |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| CH2S3 | |
| Molar mass | 110.22 g/mol |
| Appearance | Red, oily liquid |
| Density | 1.483 g/cm3(liquid) |
| Melting point | −26.8 °C; −16.3 °F; 246.3 K |
| Boiling point | 58 °C; 136 °F; 331 K |
| Related compounds | |
Related compounds
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Carbonic acid, Thiosulfuric acid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Thiocarbonic acid is an inorganic acid which is an analog of carbonic acid H2CO3 (or O=C(OH)2), in which all oxygen atoms are replaced with sulfur atoms. It is an unstable hydrophobic red oily liquid with the chemical formula H2CS3 (or S=C(SH)2).
It is often referred to as trithiocarbonic acid so as to differentiate it from other carbonic acids containing sulfur, such as monothiocarbonic O,O-acid S=C(OH)2, monothiocarbonic O,S-acid O=C(OH)(SH), dithiocarbonic O,S-acid S=C(OH)(SH) and dithiocarbonic S,S-acid O=C(SH)2 (see thiocarbonates).
Discovery and synthesis
It was first reported in brief by Zeise in 1824 and later in more detail by Berzelius in 1826,[1] in both cases it was produced by the action of carbon disulfide on a hydrosulfide salt (e.g. potassium hydrosulfide).[2]
- CS2 + 2 KSH → K2CS3 + H2S
Treatment with acids liberates the thiocarbonic acid as a red oil
- K2CS3 + 2 HX → H2CS3 + 2 KX
Both the acid and many of its salts are unstable and decompose via the release of carbon disulfide, particularly upon heating:
- H2CS3 → CS2 + H2S
Applications
Thiocarbonic acid currently has no significant applications. Its esters, which are sometimes called thioxanthates, find use in RAFT polymerization.
References
- ^ Berzelius, J. J. (1826). "Ueber die Schwefelsalze" [About the sulfur salts]. Annalen der Physik (in German). 82 (4): 425–458. Bibcode:1826AnP....82..425B. doi:10.1002/andp.18260820404.
- ^ O'Donoghue, Ida Guinevere; Kahan, Zelda (1906). "CLXXIV.—Thiocarbonic acid and some of its salts". J. Chem. Soc., Trans. 89: 1812–1818. doi:10.1039/CT9068901812.
| Authority control databases: National |
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