S-Methyl benzenecarbothioate

Base Information

• Chemical Name: S-Methyl benzenecarbothioate
• CAS No.: 5925-68-8
• Molecular Formula: C8H8OS
• Molecular Weight: 152.217
• European Community (EC) Number: 227-656-2
• UNII: TV2YT5FVUQ
• DSSTox Substance ID: DTXSID20207978
• Nikkaji Number: J100.053E
• Wikidata: Q27290409
• Metabolomics Workbench ID: 43988
• Mol file: 5925-68-8.mol

Synonyms:S-Methyl benzenecarbothioate;S-Methyl thiobenzoate;(S)-Methyl thiobenzoate;5925-68-8;S-Ethyl benzothioate;S-methyl benzothioate;Thiobenzoic acid S-methyl ester;Benzenecarbothioic acid, S-methyl ester;methyl thiobenzoate;Benzoic acid, thio-, S-methyl ester;TV2YT5FVUQ;UNII-TV2YT5FVUQ;EINECS 227-656-2;S-methylbenzothioate;thiobenzoic acid methyl ester;METHANETHIOL, BENZOATE;SCHEMBL812709;S-Methyl benzenecarbothioate #;thiobenzoic acid methylthioester;FEMA NO. 3857;DTXSID20207978;CHEBI:169501;S-METHYL BENZOTHIOATE [FHFI];AKOS024340621;(METHYLSULFANYL)(PHENYL)METHANONE;Q27290409

Chemical Property of S-Methyl benzenecarbothioate

Chemical Property:

• Vapor Pressure: 0.137mmHg at 25°C
• Refractive Index: 1.57
• Boiling Point: 216.8 °C at 760 mmHg
• Flash Point: 83.2 °C
• PSA: 41.32000
• Density: 1.128 g/cm³
• LogP: 2.00850
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 152.02958605
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

S-METHYL THIOBENZOATE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC(=O)C1=CC=CC=C1

Technology Process of S-Methyl benzenecarbothioate

There total 69 articles about S-Methyl benzenecarbothioate 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: 96.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + trimethylaluminum (75-24-1) → (S)-methyl thiobenzoate (5925-68-8)

Guidance literature:

trimethylaluminum; With sulfur; In toluene; for 2h; Reflux;

benzoic acid methyl ester; In dichloromethane; toluene; at 0 - 20 ℃; for 2h;

DOI:10.1039/b909133e

Reference yield: 91.0%

3-(methylthio)-1,2-benzisothiazole 1,1-dioxide (61766-82-3) + benzoyl chloride (98-88-4) → (S)-methyl thiobenzoate (5925-68-8)

Guidance literature:

With piperidine; triethylamine; In acetonitrile; at -18 ℃; for 1.5h;

DOI:10.1246/bcsj.56.949

Reference yield: 88.0%

3-[2-(benzoylamino)phenyl]-4-methyl-2-(methylsulfanyl)-1,3-thiazol-3-ium iodide (1435466-00-4) → (S)-methyl thiobenzoate (5925-68-8)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2013.04.013

upstream raw materials:

methylthiol

benzoyl chloride

thiobenzoic acid

dimethyl sulfate

Downstream raw materials:

α,α-di(methylthio)acetophenone

2,2,2-Tris-methylsulfanyl-1-phenyl-ethanone

4-[2-[4-(1,1-dimethylethyl)phenyl]-2-oxoethyl]benzonitrile

phenyl benzyl ketone

Refernces

• 1、 Tian, Qingqiang,Xu, Shasha,Zhang, Chiying,Liu, Xinyi,Wu, Xiangwei,Li, Yahui. "Palladium Catalyzed Direct Carbonylative Thiomethylation of Aryldiazonium Salts and Amines with 4-(Methylthio)-2-Butanone as (Methylthio) Transfer Agent". . p. 8797 - 8804. Retrieved 2021/07/19.
• 2、 Xu, Kaiqiang,Liu, Long,Li, Zhaohui,Huang, Tianzeng,Xiang, Kang,Chen, Tieqiao. "Controllable phosphorylation of thioesters: Selective synthesis of aryl and benzyl phosphoryl compounds". . p. 14653 - 14663. Retrieved 2020/12/29.