Thioxanthone
Thioxanthone is a heterocyclic compound that is a sulfur analog of xanthone.
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| Names | |
|---|---|
| IUPAC name
9H-Thioxanthen-9-one | |
| Other names
Thioxanthenone; 9-Oxothioxanthene; Thioxanthen-9-one | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.007.046 |
| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C13H8OS | |
| Molar mass | 212.27 g·mol−1 |
| Appearance | Pale yellow solid[1] |
| Melting point | 211 °C (412 °F; 484 K)[2] |
| Boiling point | 273 °C (523 °F; 546 K)[2] (940 hPa) |
| Nearly insoluble | |
| Solubility in sulfuric acid | Soluble[2] |
| -130·10−6 cm3/mol | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Thioxanthone can be prepared by the reaction of diphenyl sulfide with phosgene in the presence of catalytic aluminium chloride.[2] This synthesis can be seen as a special case of the Friedel-Crafts acylation. The reduction product is thioxanthene.
Thioxanthone dissolves in concentrated sulfuric acid to give a yellow colored liquid with intense green fluorescence. A mixture of the thioxanthone derivatives of 2- and 4-isopropylthioxanthone (ITX) is used in the printing industry. Pharmaceutical drugs that are derivatives of thioxanthone include hycanthone and lucanthone.
References
- Thioxanthone at Sigma-Aldrich
- Merck Index, 14th Edition, 1610
External links
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