2-(Trifluoromethyl)thioxanthen-9-one

Base Information

• Chemical Name: 2-(Trifluoromethyl)thioxanthen-9-one
• CAS No.: 1693-28-3
• Molecular Formula: C14H7F3OS
• Molecular Weight: 280.27
• Hs Code.: 29349990
• European Community (EC) Number: 216-893-7
• DSSTox Substance ID: DTXSID50168689
• Nikkaji Number: J195.339G
• Wikidata: Q72513111
• Mol file: 1693-28-3.mol

Synonyms:2-(Trifluoromethyl)thioxanthen-9-one;1693-28-3;2-Trifluoromethyl thioxanthone;2-(Trifluoromethyl)-9H-thioxanthen-9-one;2-Trifluoromethylthioxanthone;9H-Thioxanthen-9-one, 2-(trifluoromethyl)-;EINECS 216-893-7;MFCD00079785;2-Trifludromethylthioxanthone;2-Trifluormethyl-thioxanthon;C14H7F3OS;SCHEMBL2810528;DTXSID50168689;C14-H7-F3-O-S;AMY32511;CCG-51589;AKOS015852798;AC-2140;CS-M-06289;112GI002;AS-12391;SY032577;FT-0608950;2-(Trifluoromethyl)-9H-thioxanthen-9-one #;F13485;SR-01000640881-1;W-107892

Chemical Property of 2-(Trifluoromethyl)thioxanthen-9-one

Chemical Property:

• Appearance/Colour: Yellow or Brown powder
• Vapor Pressure: 7.97E-06mmHg at 25°C
• Melting Point: 147-151 °C
• Refractive Index: 1.601
• Boiling Point: 375.1 °C at 760 mmHg
• Flash Point: 180.7 °C
• PSA: 45.31000
• Density: 1.433 g/cm³
• LogP: 4.43350
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 280.01697050
• Heavy Atom Count: 19
• Complexity: 368

Purity/Quality:

≥98.0% ^*data from raw suppliers

2-Trifluoromethylthioxanthone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(S2)C=CC(=C3)C(F)(F)F
• Uses: 2-Trifluoromethylthioxanthone is a decomposition product of the dopamine receptor antagonist and antipsychotic agent Flupentixol (F598050).

Technology Process of 2-(Trifluoromethyl)thioxanthen-9-one

There total 7 articles about 2-(Trifluoromethyl)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: 97.0%

2-(trifluoromethyl)-9H-thioxanthene (729-10-2) → 2-(trifluoromethyl)-9H-thioxanthen-9-one (1693-28-3)

Guidance literature:

With tert.-butylnitrite; oxygen; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,2-dichloro-ethane; at 20 ℃; for 15h; Irradiation;

DOI:10.1055/s-0037-1610678

Reference yield: 7.0%

[2-(2-Fluoro-phenylsulfanyl)-5-trifluoromethyl-phenyl]-(1-methyl-piperidin-4-yl)-methanol (83986-19-0) → 2-(trifluoromethyl)-9H-thioxanthen-9-one (1693-28-3) + 4-<2-(2-hydroxyphenylthio)-5-trifluoromethylbenzylidene>-1-methylpiperidine (84884-38-8) + 5-trifluoromethyl-2-phenylthio-α-(1-methyl-4-piperidyl)benzyl alcohol (84884-39-9) + 8-Trifluoromethyl-6-(1-methyl-4-piperidyl)-6H-dibenz-1,4-oxathiepin (83986-18-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 70 ℃; for 16h; Further byproducts given;

DOI:10.1135/cccc19823077

Reference yield:

2-fluorothiophenol (2557-78-0) → 2-(trifluoromethyl)-9H-thioxanthen-9-one (1693-28-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / NaOH / hexamethylphosphoric acid triamide / 6 h / 100 °C

2: 1) Mg / 1) THF, 2) THF, reflux, 4 h

3: 0.23 g / NaH / dimethylformamide / 16 h / 70 °C

With sodium hydroxide; sodium hydride; magnesium; In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;

DOI:10.1135/cccc19823077

upstream raw materials:

[2-(2-Fluoro-phenylsulfanyl)-5-trifluoromethyl-phenyl]-(1-methyl-piperidin-4-yl)-methanol

2-fluorothiophenol

2-chloro-5-(trifluoromethyl)benzaldehyde

2-(2-Fluorophenylthio)-5-trifluoromethylbenzaldehyde

Downstream raw materials:

1-methyl-4-(2-trifluoromethyl-thioxanthen-9-ylidene)-piperidine

Refernces

• 1、 -. "Ultraviolet light promoted synthesis method of thioxanthone compounds". Paragraph 0031-0032. . Retrieved 2020/06/02.
• 2、 -. "A sulfur mixed anthracene compound photocatalytic oxidation synthesis method (by machine translation)". Paragraph 0046-0049. . Retrieved 2019/02/04.