Methyl thiobenzoate

Base Information

• Chemical Name: Methyl thiobenzoate
• CAS No.: 5873-86-9
• Molecular Formula: C8H8OS
• Molecular Weight: 152.217
• Mol file: 5873-86-9.mol

Synonyms:thiobenzoic acid O-methyl ester;O-methyl thiobenzoate;Benzoic acid,thio-,O-methyl ester;O-methyl benzenecarbothioic acid;methyl thionobenzoate;methyl thiobenzoate;Benzenecarbothioic acid,O-methyl ester;PhC(=S)OCH3;

Chemical Property of Methyl thiobenzoate

Chemical Property:

• PSA: 41.32000
• LogP: 2.00850

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl thiobenzoate

There total 29 articles about Methyl thiobenzoate 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: 90.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) → methyl thiobenzoate (5873-86-9) + methyl dithiobenzoate (2168-78-7)

Guidance literature:

With Lawessons reagent; In xylene; for 10h; Heating;

Reference yield: 85.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) → methyl thiobenzoate (5873-86-9)

Guidance literature:

With Lawessons reagent; for 0.05h; microwave irradiation;

DOI:10.1021/ol990629a

Reference yield: 82.0%

methanol (67-56-1) + benzyl dithiobenzoate (27249-90-7) → methyl thiobenzoate (5873-86-9) + phenylmethanethiol (100-53-8)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 1h;

DOI:10.1055/s-0028-1083190

upstream raw materials:

diethyl ether

methyl chlorothioformate

methyl benzimidate

benzoic acid methyl ester

Downstream raw materials:

N-thiobenzoyl-aspartic acid

N-thiobenzoyl-glutamic acid

N-thiobenzoyl-phenylalanine

N-isobutylthiobenzamide

Refernces

• 1、 Newton, Josiah J.,Britton, Robert,Friesen, Chadron M.. "Base-Catalyzed Transesterification of Thionoesters". . p. 12784 - 12792. Retrieved 2018/10/20.
• 2、 Miura, Tomoya,Funakoshi, Yuuta,Fujimoto, Yoshikazu,Nakahashi, Junki,Murakami, Masahiro. "Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters". supporting information. p. 2454 - 2457. Retrieved 2015/05/27.