S-Trifluoromethyl p-toluenethiosulfonate

Base Information

• Chemical Name: S-Trifluoromethyl p-toluenethiosulfonate
• CAS No.: 15223-20-8
• Molecular Formula: C8H7 F3 O2 S2
• Molecular Weight: 256.27
• Hs Code.: 2930909090
• NSC Number: 135781
• UNII: 2HLE53C9EP
• DSSTox Substance ID: DTXSID10934448
• Nikkaji Number: J48.054A
• Wikidata: Q82910341
• Mol file: 15223-20-8.mol

Synonyms:15223-20-8;S-Trifluoromethyl p-toluenethiosulfonate;4-Methylbenzene-1-thiosulfonic acid S-trifluoromethyl ester;s-(trifluoromethyl) 4-methylbenzenesulfonothioate;p-Toluenesulfonic acid, thio-, S-trifluoromethyl ester;1-methyl-4-(trifluoromethylsulfanylsulfonyl)benzene;2HLE53C9EP;NSC-135781;NSC 135781;BRN 2381278;UNII-2HLE53C9EP;SCHEMBL4584255;DTXSID10934448;NSC135781;F87843;p-Toluenesulfonic acid, S-trifluoromethyl ester;EN300-37334715;p-Toluenesulfonic acid, S-(trifluoromethyl) ester;S-(Trifluoromethyl) 4-methylbenzene-1-sulfonothioate;1-methyl-4-{[(trifluoromethyl)sulfanyl]sulfonyl}benzene

Chemical Property of S-Trifluoromethyl p-toluenethiosulfonate

Chemical Property:

• Vapor Pressure: 0.0399mmHg at 25°C
• Boiling Point: 247.6°Cat760mmHg
• Flash Point: 103.6°C
• PSA: 67.82000
• Density: 1.44g/cm³
• LogP: 4.01750
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 255.98395630
• Heavy Atom Count: 15
• Complexity: 297

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)SC(F)(F)F

Technology Process of S-Trifluoromethyl p-toluenethiosulfonate

There total 6 articles about S-Trifluoromethyl p-toluenethiosulfonate 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: 97.0%

4-methyl-N-[(trifluoromethyl)sulfanyl]benzene-1-sulfonamide (1045822-03-4) + sodium 4-methylbenzenesulfinate (824-79-3) → 1-methyl-4-{[(trifluoromethyl)sulfanyl]sulfonyl}benzene (15223-20-8)

Guidance literature:

With acetic acid; at 25 ℃; for 16h; Inert atmosphere;

DOI:10.1055/s-0037-1610322

Reference yield: 86.0%

N-trifluoromethylthiophthalimide + sodium 4-methylbenzenesulfinate (824-79-3) → 1-methyl-4-{[(trifluoromethyl)sulfanyl]sulfonyl}benzene (15223-20-8)

Guidance literature:

With acetic acid; at 25 ℃; for 2h; Inert atmosphere; Darkness;

DOI:10.1016/j.tet.2020.131153

Reference yield:

N-[(trifluoromethyl)sulfanyl]aniline (1045821-71-3) + sodium 4-methylbenzenesulfinate (824-79-3) → 1-methyl-4-{[(trifluoromethyl)sulfanyl]sulfonyl}benzene (15223-20-8)

Guidance literature:

With toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1016/j.tetlet.2017.01.018

upstream raw materials:

Trifluoromethylsulfenyl chloride

N-[(trifluoromethyl)sulfanyl]aniline

sodium 4-methylbenzenesulfinate

p-toluenesulfonyl chloride

Downstream raw materials:

p-nitrophenyl trifluoromethyl sulfide

4-methoxyphenyl trifluoromethylsulfide

1-methoxy-2-[(trifluoromethyl)sulfanyl]benzene

(4-trifluoromethylthio)phenol

Refernces

• 1、 Li, Yuewen,Qiu, Guanyinsheng,Wang, Hailong,Sheng, Jie. "Generation of trifluoromethyl thiolsulphonate through one-pot reaction of sulfonyl chloride and trifluoromethanesulfanylamides". . p. 690 - 693. Retrieved 2017.
• 2、 Block,Weidner. "Trifluoromethyl thiolsulphonates.". . p. 478 - 479. Retrieved 2008/10/08.