(S)-t-butyl-p-toluenethiosulfinate

Base Information

• Chemical Name: (S)-t-butyl-p-toluenethiosulfinate
• CAS No.: 77329-76-1
• Molecular Formula: C₁₁H₁₆OS₂
• Molecular Weight: 228.379
• Mol file: 77329-76-1.mol

Synonyms:(S)-t-butyl-p-toluenethiosulfinate

Chemical Property of (S)-t-butyl-p-toluenethiosulfinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-t-butyl-p-toluenethiosulfinate

There total 4 articles about (S)-t-butyl-p-toluenethiosulfinate 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: 100.0%

(+)-(S)-N-p-tolylsulfinylpyrrolidine (64353-47-5) + 2-methylpropan-2-thiol (75-66-1) → (S)-t-butyl-p-toluenethiosulfinate (77329-76-1)

Guidance literature:

trifluoroacetic acid;

DOI:10.1016/S0040-4039(01)80925-4

Reference yield: 87.0%

p-toluene sulfinic acid (536-57-2) + 2-methylpropan-2-thiol (75-66-1) → (S)-t-butyl-p-toluenethiosulfinate (77329-76-1)

Guidance literature:

With pyridine; chlorophosphoric acid diphenyl ester; In dichloromethane; for 5h; Product distribution; Ambient temperature; variation of reagents, temperature and reaction time;

DOI:10.1248/cpb.30.1646

Reference yield:

1-(tert-butyldisulfanyl)-4-methylbenzene (64258-17-9) → (S)-t-butyl-p-toluenethiosulfinate (77329-76-1) + S-4-tolyl 2-methylpropane-2-sulfinothioate

Guidance literature:

With potassium peroxomonosulfate; fructose-derived dioxirane; potassium carbonate; In various solvents; at 0 ℃; for 1h;

DOI:10.1002/ejoc.200400892

upstream raw materials:

p-toluene sulfinic acid

2-methylpropan-2-thiol

(S)-(+)-N,N,4-trimethylbenzenesulfinamide

(+)-(S)-N-p-tolylsulfinylpyrrolidine

Downstream raw materials:

4-methylbenzenesulfinyl chloride

1-(tert-butyl)-2-phenyldisulfane

Refernces

• 1、 Drabowicz, Jozef,Kwiatkowska, Malgorzata,Kielbasinski, Piotr. "The first effective procedure for the direct esterification and thiolysis of sulfinic acids". experimental part. p. 3563 - 3564. Retrieved 2009/06/18.
• 2、 Noguchi,Isoda,Kuroki,Furukawa. "Convenient one-pot syntheses of sulfinates, sulfinamides, and thiosulfinates by sulfinylation with p-toluenesulfinic acid and activating reagents". . p. 1646 - 1652. Retrieved 2007/10/02.