Thioxanthone is a heterocyclic compound that is a sulfur analog of xanthone.
![]() | |
Names | |
---|---|
Preferred IUPAC name
9H-Thioxanthen-9-one | |
Other names
Thioxanthenone; 9-Oxothioxanthene; Thioxanthen-9-one
| |
Identifiers | |
3D model (JSmol)
|
|
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.007.046 |
EC Number |
|
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
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).
|
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
edit- ^ Thioxanthone at Sigma-Aldrich
- ^ a b c d Merck Index, 14th Edition, 1610
External links
edit- Media related to thioxanthones at Wikimedia Commons