tert-butyl 4-methylbenzenesulfinate

Base Information

• Chemical Name: tert-butyl 4-methylbenzenesulfinate
• CAS No.: 23730-26-9
• Molecular Formula: C11H16 O2 S
• Molecular Weight: 212.313
• Mol file: 23730-26-9.mol

Synonyms:p-Toluenesulfinic acid, tert-butylester (8CI); NSC 150803; tert-Butyl p-toluenesulfinate

Chemical Property of tert-butyl 4-methylbenzenesulfinate

Chemical Property:

• Vapor Pressure: 0.00137mmHg at 25°C
• Boiling Point: 306.8°C at 760 mmHg
• Flash Point: 139.3°C
• Density: 1.12g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 4-methylbenzenesulfinate

There total 21 articles about tert-butyl 4-methylbenzenesulfinate 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: 87.0%

p-toluene sulfinic acid (536-57-2) + tert-butyl alcohol (75-65-0) → tert-butyl 4-methylbenzenesulfinate (23730-26-9)

Guidance literature:

With pyridine; chlorophosphoric acid diphenyl ester; In dichloromethane; for 15h; Product distribution; Ambient temperature; variation of reagents, temperature and reaction time;

DOI:10.1248/cpb.30.1646

Reference yield: 83.0%

p-toluenesulfonyl chloride (98-59-9) + tert-butyl alcohol (75-65-0) → tert-butyl 4-methylbenzenesulfinate (23730-26-9)

Guidance literature:

With triethylamine; triphenylphosphine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/S0957-4166(99)00066-X

Reference yield: 76.0%

p-toluenesulfinylimidazole + tert-butyl alcohol (75-65-0) → tert-butyl 4-methylbenzenesulfinate (23730-26-9)

Guidance literature:

In dichloromethane; for 1.25h; Time;

DOI:10.1055/a-1472-7578

upstream raw materials:

p-toluene sulfinic acid

tert-butyl alcohol

4-methylbenzenesulfinyl chloride

p-tolylsulfinyl p-tolyl sulfone

Downstream raw materials:

tert-butyl 4-methylphenyl sulfoxide

Refernces

• 1、 Shaw, Jessica L.,Austermuehle, Brad J.,Witte, Jordan M.,Dorsey, Timothy R.,Delach, Christina,Hamaker, Christopher G.,Hitchcock, Shawn R.. "N - P -Toluenesulfinylimidazole: A New in situ Reagent for the Mild and Efficient Synthesis of p -Toluenesulfinate Alkyl Esters and Aryl Esters". . p. 2693 - 2701. Retrieved 2021/04/27.
• 2、 Amos, Stephanie G. E.,Nicolai, Stefano,Gagnebin, Alec,Le Vaillant, Franck,Waser, Jerome. "Metal-Free Electrophilic Alkynylation of Sulfenate Anions with Ethynylbenziodoxolone Reagents". . p. 3687 - 3701. Retrieved 2019/03/07.