4-(Trifluoromethyl)benzenesulfonyl chloride

Base Information

• Chemical Name: 4-(Trifluoromethyl)benzenesulfonyl chloride
• CAS No.: 2991-42-6
• Molecular Formula: C7H4ClF3O2S
• Molecular Weight: 244.622
• Hs Code.: 29049090
• European Community (EC) Number: 628-503-6
• DSSTox Substance ID: DTXSID50380506
• Nikkaji Number: J1.687.297K
• Wikidata: Q72511678
• Mol file: 2991-42-6.mol

Synonyms:4-(Trifluoromethyl)benzenesulfonyl chloride;2991-42-6;4-(trifluoromethyl)benzene-1-sulfonyl chloride;4-(trifluoromethyl)benzenesulfonylchloride;4-(trifluoromethyl)benzene sulfonyl chloride;Benzenesulfonyl chloride, 4-(trifluoromethyl)-;4-trifluoromethylbenzenesulfonyl chloride;p-trifluoromethylbenzenesulfonyl chloride;4-(trifluoromethyl)phenylsulfonyl chloride;p-(trifluoromethyl)benzenesulfonyl chloride;SCHEMBL61336;DTXSID50380506;AC-805;CK2502;MFCD00042422;AKOS001423836;4-trifluoromethylbenzenesulfonylchloride;4-trifluoromethylphenylsulfonyl chloride;4-Trifluoromethylphenylsulphonylchloride;CS-W003966;p-trifluoromethylphenylsulfonyl chloride;4-Trifluoromethylphenylsulphonyl chloride;4-trifluoromethyl benzensulfonyl chloride;4-trifluoromethyl-phenyl sulfonylchloride;4-trifluoromethyl-phenyl-sulfonylchloride;4-trifluoromethylbenzenesulphonyl chloride;4-trifluromethyl benzenesulfonyl chloride;p-trifluoromethyl-benzenesulfonyl chloride;4-trifluoromethyl benzenesulfonyl chloride;4-trifluoromethyl-benzene sulfonylchloride;4-trifluoromethyl-benzenesulfonyl chloride;4-trifluoromethylbenzene sulfonyl chloride;4-trifluoromethyl benzene sulfonyl chloride;4-(trifluoromethyl)benzenesulphonyl chloride;4-(trifluoromethyl)phenyl sulfonyl chloride;p-(trifluoromethyl)-benzenesulfonyl chloride;p-(trifluoromethyl)benzene-sulfonyl chloride;4-(trifluoromethyl)-benzenesulfonyl chloride;4-(trifluoromethyl)-benzenesulphonyl chloride;A5534;AM20040131;FT-0602511;T1795;EN300-11017;4-(TRIFLUOROMETHYL)BENZENESULFONYL CHLOR;4-(trifluoromethyl)benzenesulfonic acid chloride;4-(trifluoromethyl)benzenesulphonic acid chloride;4-(trifluoromethyl)-benzenesulphonic acid chloride;4-(Trifluoromethyl)benzenesulfonyl chloride, 97%;J-017688;J-513916;alpha,alpha,alpha-Trifluorotoluene-4-sulfonyl Chloride;F2190-0574;Z104493486

Chemical Property of 4-(Trifluoromethyl)benzenesulfonyl chloride

Chemical Property:

• Appearance/Colour: White ro pale yellow low melting solid
• Melting Point: 30-34 °C(lit.)
• Boiling Point: 252.8 °C at 760 mmHg
• Flash Point: 106.7 °C
• PSA: 42.52000
• Density: 1.532 g/cm³
• LogP: 3.71370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 243.9572627
• Heavy Atom Count: 14
• Complexity: 285

Purity/Quality:

99% ^*data from raw suppliers

4-Trifluoromethylbenzene sulfonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 22-26-36/37/39-45-26 36/37/3945

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(F)(F)F)S(=O)(=O)Cl
• Uses: 4-(Trifluoromethyl)benzenesulfonyl chloride may be used to synthesize β-arylated thiophenes and 2,5-diarylated pyrrolevia palladium catalyzed desulfitative arylation of thiophenes and pyrroles, respectively.4-(Trifluoromethyl)benzenesulfonyl chloride and N-vinylpyrrolidinone in acetonitrile can undergo photo-irradiation with visible light in the presence of Ir(ppy)2(dtbbpy)PF6 ([4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis[2-(2-pyridinyl-N)phenyl-C]iridium(III)hexafluorophosphate) and disodium phosphate to give the corresponding E-vinyl sulfone.

Technology Process of 4-(Trifluoromethyl)benzenesulfonyl chloride

There total 9 articles about 4-(Trifluoromethyl)benzenesulfonyl chloride 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: 95.0%

4-(trifluoromethyl)benzenesulfonyl hydrazide → 4-trifluorophenylsulfonyl chloride (2991-42-6)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 2h;

DOI:10.3390/molecules26185551

Reference yield: 90.0%

4-trifluoromethylbenzenethiol (825-83-2) → 4-trifluorophenylsulfonyl chloride (2991-42-6)

Guidance literature:

With Oxone; potassium chloride; In water; at 20 ℃; for 0.166667h;

DOI:10.1039/c4gc00246f

Reference yield: 90.0%

benzyl(4-(trifluoromethyl)phenyl)sulfane (108789-37-3) → 4-trifluorophenylsulfonyl chloride (2991-42-6)

Guidance literature:

With 1,3-dichloro-5,5-dimethylhydantoin; acetic acid; In dichloromethane; water; at 0 - 5 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.11.047

upstream raw materials:

4-trifluoromethylphenylamine

4-trifluoromethylbenzenethiol

benzyl(4-(trifluoromethyl)phenyl)sulfane

4-trifluoromethylphenylboronic acid

Downstream raw materials:

5-Ethoxy-1-(4-trifluoromethyl-benzenesulfonyl)-pyrrolidin-2-one

(E)-6-{4-[({[4-(trifluoromethyl)phenyl]sulfonyl}amino)ethyl]phenyl}-6-(3-pyridyl)hex-5-enoic acid

1-(4-fluorobenzenesulfonyloxy)-6-(4-trifluoromethylbenzenesulfonyloxy)-2,4-hexadiyne

11-[2-(4-Trifluoromethyl-benzenesulfonylamino)-ethylsulfanyl]-6,11-dihydro-dibenzo[b,e]oxepine-2-carboxylic acid methyl ester

Refernces

• 1、 Gómez-Palomino, Alejandro,Cornella, Josep. "Selective Late-Stage Sulfonyl Chloride Formation from Sulfonamides Enabled by Pyry-BF4". supporting information. p. 18235 - 18239. Retrieved 2019/11/13.
• 2、 Yang, Zhanhui,Xu, Wei,Wu, Qiuyue,Xu, Jiaxi. "Aminoxidation of Arenethiols to N-Chloro-N-sulfonyl Sulfinamides". . p. 3051 - 3057. Retrieved 2016/04/26.