o-Toluenesulfonyl fluoride

Base Information

• Chemical Name: o-Toluenesulfonyl fluoride
• CAS No.: 444-31-5
• Molecular Formula: C7H7FO2S
• Molecular Weight: 174.196
• European Community (EC) Number: 809-352-7
• NSC Number: 158422
• DSSTox Substance ID: DTXSID20303464
• Wikidata: Q82048777
• Mol file: 444-31-5.mol

Synonyms:o-Toluenesulfonyl fluoride;2-methylbenzenesulfonyl fluoride;444-31-5;2-methyl-benzenesulfonyl fluoride;TOLUENESULFONYL FLUORIDE;2-methylbenzene-1-sulfonyl fluoride;2-methylbenzenesulfonylfluoride;SCHEMBL322867;DTXSID20303464;NSC158422;2-Methylbenzenesulfonyl fluoride, 95%;NSC-158422;BS-52550;EN300-224413;Z1486020661

Chemical Property of o-Toluenesulfonyl fluoride

Chemical Property:

• Boiling Point: 227.4°Cat760mmHg
• Flash Point: 91.3°C
• Density: 1.276g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 174.01507880
• Heavy Atom Count: 11
• Complexity: 217

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1S(=O)(=O)F

Technology Process of o-Toluenesulfonyl fluoride

There total 12 articles about o-Toluenesulfonyl fluoride 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: 92.0%

→ 2-methylbenzene-1-sulfonyl fluoride (444-31-5)

Guidance literature:

Reference yield: 90.0%

potassium toluenesulfonate (143893-31-6) → 2-methylbenzene-1-sulfonyl fluoride (444-31-5)

Guidance literature:

With fluorosulphonic acid; for 1h; Ambient temperature;

Reference yield: 87.0%

2-thiocresol (137-06-4) → 2-methylbenzene-1-sulfonyl fluoride (444-31-5)

Guidance literature:

With pyridine; hydrogenchloride; potassium fluoride; water; In acetonitrile; at 20 ℃; for 30h; Electrochemical reaction; Green chemistry;

DOI:10.1021/jacs.9b06126

upstream raw materials:

methyl 2-(aminosulfonyl)benzoate

sodium 2-methylbenzenesulfinate

potassium toluenesulfonate

toluene

Downstream raw materials:

N-(2-methylphenylsulfonyl)-N-(tert-butyl)amine

2-methylbiphenyl

3-(2-Fluorosulfonyl-benzyl)-2-methyl-benzenesulfonyl fluoride

3H-benzo[c][1,2]oxathiole-1,1-dioxide

Refernces

• 1、 Talko, Alicja,Antoniak, Damian,Barbasiewicz, Micha?. "Directed ortho-Metalation of Arenesulfonyl Fluorides and Aryl Fluorosulfates". . p. 2278 - 2286. Retrieved 2019/05/24.
• 2、 Laudadio, Gabriele,Bartolomeu, Aloisio De A.,Verwijlen, Lucas M. H. M.,Cao, Yiran,De Oliveira, Kleber T.,No?l, Timothy. "Sulfonyl Fluoride Synthesis through Electrochemical Oxidative Coupling of Thiols and Potassium Fluoride". supporting information. p. 11832 - 11836. Retrieved 2019/08/26.