S-tert-butyl 4-methylbenzenesulfonothioate

Base Information

• Chemical Name: S-tert-butyl 4-methylbenzenesulfonothioate
• CAS No.: 2943-19-3
• Molecular Formula: C11H16 O2 S2
• Molecular Weight: 244.379
• Mol file: 2943-19-3.mol

Synonyms:p-Toluenesulfonicacid, thio-, S-tert-butyl ester (7CI); NSC 342017; S-tert-Butyl p-toluenethiosulfonate;tert-Butyl tosyl sulfide

Chemical Property of S-tert-butyl 4-methylbenzenesulfonothioate

Chemical Property:

• Vapor Pressure: 7.47E-05mmHg at 25°C
• Boiling Point: 353.1°Cat760mmHg
• Flash Point: 167.4°C
• Density: 1.158g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of S-tert-butyl 4-methylbenzenesulfonothioate

There total 6 articles about S-tert-butyl 4-methylbenzenesulfonothioate 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: 93.0%

toluene-p-sulfonyl bromide (1950-69-2) + 2-methylpropan-2-thiol (75-66-1) → di-tert-butyl disulfide (110-06-5) + S-(tert-butyl) 4-methylbenzenesulfonothioate (2943-19-3)

Guidance literature:

With triethylamine; In tetrachloromethane; at 0 ℃; for 0.5h; Yields of byproduct given;

Reference yield: 8.0%

di-tert-butyl disulfide (110-06-5) + sodium 4-methylbenzenesulfinate (824-79-3) → S-(tert-butyl) 4-methylbenzenesulfonothioate (2943-19-3)

Guidance literature:

With iodine; In dichloromethane; for 5h;

DOI:10.1021/jo201016z

Reference yield:

p-toluene sulfinic acid (536-57-2) → S-(tert-butyl) 4-methylbenzenesulfonothioate (2943-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / N₂O₄ / CCl₄; diethyl ether / 0.17 h / 0 °C

2: 241 mg / dioxane / 1 h / 0 °C

With dinitrogen tetraoxide; In 1,4-dioxane; tetrachloromethane; diethyl ether;

DOI:10.1246/bcsj.53.775

upstream raw materials:

t-butyl thionitrite

p-TolSO₂NO

toluene-p-sulfonyl bromide

2-methylpropan-2-thiol

Downstream raw materials:

tert-butyl (2R,3R,αR)-2-tert-butylthio-3-[N-allyl-N-(α-methyl-p-methoxybenzyl)amino]-3-phenylpropanoate

tert-butyl (2R,3R,αR)-2-tert-butylthio-3-[N-benzyl-N-(α-methyl-p-methoxybenzyl)amino]-3-phenylpropanoate

di-tert-butyl trisulfide

4-tert-butylsulfanyl-morpholine

Refernces

• 1、 Girijavallabhan, Vinay,Alvarez, Carmen,Njoroge, F. George. "Regioselective cobalt-catalyzed addition of sulfides to unactivated alkenes". experimental part. p. 6442 - 6446. Retrieved 2011/09/16.
• 2、 Oae, Shigeru,Shinhama, Koichi,Fujimori, Ken,Kim, Yong Hae. "Physical Properties and Various Reactions of Thionitrites and Related Substances". . p. 775 - 784. Retrieved 2007/10/02.