Thioxanthen-9-one

Base Information

• Chemical Name: Thioxanthen-9-one
• CAS No.: 492-22-8
• Molecular Formula: C13H8OS
• Molecular Weight: 212.272
• Hs Code.: 29349990
• European Community (EC) Number: 207-749-4
• NSC Number: 658181,54677,15912
• UNII: EOK1SAC304
• DSSTox Substance ID: DTXSID8060082
• Nikkaji Number: J1.555E
• Wikipedia: Thioxanthone
• Wikidata: Q2421313
• ChEMBL ID: CHEMBL83371
• Mol file: 492-22-8.mol

Synonyms:thioxanthone

Chemical Property of Thioxanthen-9-one

Chemical Property:

• Appearance/Colour: slightly yellow crystalline powder
• Vapor Pressure: 8E-06mmHg at 25°C
• Melting Point: 210-213 °C(lit.)
• Refractive Index: 1.692
• Boiling Point: 375.1 °C at 760 mmHg
• Flash Point: 203.8 °C
• PSA: 45.31000
• Density: 1.309 g/cm³
• LogP: 3.41470
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: practically insoluble
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 212.02958605
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

Thioxanthen-9-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=CC=CC=C3S2
• Description: Thioxanthone is a heterocyclic compound that is a sulfur analog of xanthone.Thioxanthone can be prepared by the reaction of diphenyl sulfide with phosgene in the presence of catalytic aluminium chloride. 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.
• Uses: Thioxanthen-9-one is a reagent and a starting material for the synthesis of Metixene Hydrochloride. It is also used for highly functional group tolerant and chemoselective oxidation of aromatic or aliphatic sulfides to sulfoxides with hydrogen peroxide.

Technology Process of Thioxanthen-9-one

There total 140 articles about Thioxanthen-9-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

thioxanthen-9-one 10-oxide (7605-15-4) → thio-xanthene-9-one (492-22-8)

Guidance literature:

With hydrogenchloride; potassium iodide; In chloroform; at 0 - 5 ℃;

Reference yield: 100.0%

thioxanthene-9-thione (3591-73-9) → thio-xanthene-9-one (492-22-8)

Guidance literature:

With sodium hydroxide; copper(l) chloride; In water; acetonitrile; at 25 ℃; for 0.25h;

DOI:10.1016/S0040-4039(00)83914-3

Reference yield: 100.0%

2-(Phenylthio)benzohydroxamic acid (65765-04-0) → thio-xanthene-9-one (492-22-8)

Guidance literature:

With sulfuric acid; at 25 ℃; for 1h;

upstream raw materials:

benzo-[b]thiophene-2,3-dione

methylammonium carbonate

thioxanthene

9H-thioxanthen-9-ol

Downstream raw materials:

9-(4-methoxy-benzylidene)-thioxanthene

9-phenyl-9H-thioxanthen-9-ol

9-benzylidene-9H-thioxanthene

9-benzylthioxanthen-9-ol