492-22-8 Usage
Description
Thioxanthone, also known as Thioxanthen-9-one, is a heterocyclic compound and a sulfur analog of xanthone. It can be synthesized by the reaction of diphenyl sulfide with phosgene in the presence of catalytic aluminum chloride, which is a special case of the Friedel-Crafts acylation. Thioxanthone is characterized by its slightly yellow crystalline powder appearance and exhibits intense green fluorescence when dissolved in concentrated sulfuric acid. The reduction product of thioxanthone is thioxanthene.
Uses
Used in Pharmaceutical Industry:
Thioxanthone is utilized as a reagent and a starting material for the synthesis of Metixene Hydrochloride, a pharmaceutical drug. It serves as a crucial component in the development of various pharmaceutical compounds.
Used in Chemical Synthesis:
Thioxanthone is employed for highly functional group tolerant and chemoselective oxidation of aromatic or aliphatic sulfides to sulfoxides, using hydrogen peroxide as the oxidizing agent. This application highlights its versatility in chemical reactions and its importance in the synthesis of various organic compounds.
Used in Printing Industry:
A mixture of thioxanthone derivatives, specifically 2and 4-isopropylthioxanthone (ITX), is used in the printing industry. These derivatives contribute to the production of high-quality prints by enhancing the properties of inks and other printing materials.
Purification Methods
It forms yellow needles from CHCl3 or EtOH and sublimes in vacuo. It is soluble in CS2, hot AcOH, and dissolves in conc H2SO4 to give a yellow colour with green fluorescence in VIS light. The sulfone has m 187o (from EtOH), and the hydrazone has m 115o (yellow leaflets from EtOH/*C6H6). The oxime has m 194-196o (from pet ether). [Szmant et al. J Org Chem 18 745 1953, Ullmann et al. Chem Ber 49 2509 1916, NMR: Sharpless et al. Org Magn Res 6 115 1974, Beilstein 17 H 357, 17 I 191, 17 III/IV 5302, 17/10 V 437.]
Check Digit Verification of cas no
The CAS Registry Mumber 492-22-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 2 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 492-22:
(5*4)+(4*9)+(3*2)+(2*2)+(1*2)=68
68 % 10 = 8
So 492-22-8 is a valid CAS Registry Number.
InChI:InChI=1/C13H8OS/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H
492-22-8Relevant articles and documents
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Patrick et al.
, p. 3303,3305 (1978)
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Tamura et al.
, p. 507 (1976)
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Method for preparing aldehyde ketone compound through olefin oxidation
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Paragraph 0019, (2021/04/07)
The invention provides a method for preparing an aldehyde ketone compound by olefin oxidation, which relates to an olefin oxidative cracking reaction in which oxygen participates. The method comprises the following specific steps: in the presence of a solvent and an oxidant, carrying out oxidative cracking on an olefin raw material to obtain a corresponding aldehyde ketone product. Compared with the traditional method, the method does not need to add any catalyst or ligand, does not need to use high-pressure oxygen, has the advantages of simple and mild reaction conditions, environment friendliness, low cost, high atom economy and the like, is wide in substrate application range and high in yield, and has a wide application prospect in the aspects of synthesis of aldehyde ketone medical intermediates and chemical raw materials.
Synthesis of xanthones, thioxanthones and Acridones by a metal-free photocatalytic oxidation using visible light and molecular oxygen
Chinchilla, Rafael,Torregrosa-Chinillach, Alejandro
, (2021/06/12)
9H-Xanthenes, 9H-thioxanthenes and 9,10-dihydroacridines can be easily oxidized to the corresponding xanthones, thioxanthones and acridones, respectively, by a simple photo-oxidation procedure carried out using molecular oxygen as oxidant under the irradiation of visible blue light and in the presence of riboflavin tetraacetate as a metal-free photocatalyst. The obtained yields are high or quantitative.