Thioxanthone

Structural formula
General
Surname	Thioxanthone
other names	9H- thioxanthen-9-one Dibenzo-γ-thiopyrone 9-oxo-thioxanthene
Molecular formula	C 13 H 8 OS
Brief description	light yellow solid
External identifiers / databases
CAS number 492-22-8 EC number 207-749-4 ECHA InfoCard 100.007.046 PubChem 10295 ChemSpider 9873 Wikidata Q2421313
properties
Molar mass	212.27 g · mol -1
Physical state	firmly
Melting point	211 ° C
boiling point	273 ° C (940 h Pa )
solubility	almost insoluble in water, soluble in concentrated sulfuric acid
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Thioxanthone is a heterocyclic compound that belongs to the sulfides and ketones . It is a sulfur analogue of xanthone . The reduction product is thioxanthene (CAS No. 261-31-4).

Occurrence and representation

Thioxanthone is prepared by the reaction of diphenyl sulfide with phosgene in the presence of aluminum chloride as a catalyst . This synthesis can be viewed as a special case of Friedel-Crafts acylation .

Properties and use

Thioxanthone dissolves in concentrated sulfuric acid with a yellow color to form a liquid with an intense green fluorescence. A mixture of the derivatives 2- and 4- isopropylthioxanthone (ITX) is used in the printing industry; its use in the manufacture of food packaging is controversial.

Individual evidence

1. ↑ ^{a b c} data sheet thioxanthones from Sigma-Aldrich , accessed on November 3, 2016 ( PDF ).
2. ↑ ^{a b c d} The Merck Index : An Encyclopedia of Chemicals, Drugs, and Biologicals . 14th edition. Merck & Co., Whitehouse Station NJ 2006, ISBN 978-0-911910-00-1 , p. 1610.