2,2,2-Trifluoroethanesulfonyl chloride

Base Information

• Chemical Name: 2,2,2-Trifluoroethanesulfonyl chloride
• CAS No.: 1648-99-3
• Molecular Formula: C2H2ClF3O2S
• Molecular Weight: 182.551
• Hs Code.: 29049090
• European Community (EC) Number: 216-713-7
• DSSTox Substance ID: DTXSID00167809
• Nikkaji Number: J195.283H
• Wikidata: Q83037288
• Mol file: 1648-99-3.mol

Synonyms:2,2,2-trifluoroethanesulfonyl chloride;tresyl chloride

Chemical Property of 2,2,2-Trifluoroethanesulfonyl chloride

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 5.59mmHg at 25°C
• Refractive Index: n20/D 1.388(lit.)
• Boiling Point: 147.5 °C at 760 mmHg
• Flash Point: 72.2 °C
• PSA: 42.52000
• Density: 1.654 g/cm³
• LogP: 2.19810
• Storage Temp.: 2-8°C
• Sensitive.: moisture sensitive
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 181.9416127
• Heavy Atom Count: 9
• Complexity: 175

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2,2-Trifluoroethanesulfonyl chloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(F)(F)F)S(=O)(=O)Cl

Technology Process of 2,2,2-Trifluoroethanesulfonyl chloride

There total 10 articles about 2,2,2-Trifluoroethanesulfonyl 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: 67.0%

2,2,2-trifluoroethylthiomethylbenzene (77745-03-0) → 2,2,2-Trifluoroethanesulfonyl chloride (1648-99-3)

Guidance literature:

With chlorine; In hydrogenchloride; at -30 - -25 ℃; for 0.5h;

Reference yield: 61.0%

2-Methyl-2-(2,2,2-trifluoro-ethylsulfanyl)-propane (77745-01-8) → 2,2,2-Trifluoroethanesulfonyl chloride (1648-99-3)

Guidance literature:

With chlorine; In water; at -5 - 0 ℃; Further byproducts given. Title compound not separated from byproducts; oxidative chlorination;

DOI:10.1021/jo00329a039

Reference yield: 57.0%

2,2,2-trifluoroethylthiomethylbenzene (77745-03-0) → 2,2,2-Trifluoroethanesulfonyl chloride (1648-99-3) + benzyl chloride (100-44-7)

Guidance literature:

With chlorine; In water; at -5 - 0 ℃; Title compound not separated from byproducts;

DOI:10.1021/jo00329a039

upstream raw materials:

di-H-trifluoroethane-2-sulfonyl fluoride

2,2,2-Trifluoroethyl thiocyanate

2,2,2-trifluoroethanethiol

2,2,2-trifluoroethylthiomethylbenzene

Downstream raw materials:

N-[2-({3-Chloro-4-[(2-methylphenyl)carbonyl]phenyl}amino)benzyl]-2,2,2-trifluoroethanesulfonamide

(R)-quinuclidin-3-yl 2-phenyl-2-(2,2,2-trifluoroethylsulfonamido)acetate

(S)-N-(1-(5-chloropyridin-2-yl)-1-(3-fluoro-5-(trifluoromethyl)phenyl)-2-phenylethyl)-2,2,2-trifluoroethanesulfonamide

C₃₄H₂₇F₄N₃O₄S

Refernces

• 1、 Crossland,R.K. et al.. "-". . p. 4217 - 4219. Retrieved 1971.
• 2、 King, James F.,Gill, Manjinder Singh. "Reversible and Irreversible ElcB Mechanisms in the Hydrolysis of 2,2,2-Trifluoroethanesulfonyl Chloride: Carbanion Intermediates in Aqueous Acid". . p. 808 - 811. Retrieved 1998.
• 3、 -. "Pyridine derived agents for cardiovascular diseases". . . Retrieved 2008/06/13.