Trifluoromethanesulfonyl Chloride

Trifluoromethanesulfonyl Chloride

Product Introduction

Trifluoromethanesulfonyl chloride Basic information
Product Name: Trifluoromethanesulfonyl chloride
Synonyms: TRIFLUOROMETHANESULFONYL CHLORIDE;TRIFLUOROMETHANESULPHONYL CHLORIDE;TRIFLYL CHLORIDE;Methanesulfonyl chloride, trifluoro-;PFC-MSC;Trifluoromathanesulfonyl chloride;Trifluoromethanesulphonylchloride,99%;trifluoromethylsulfonyl chloride
CAS: 421-83-0
MF: CClF3O2S
MW: 168.52
EINECS: 207-009-0
Product Categories: Piperazine derivates;organofluorine compounds;Others;Protecting and Derivatizing Reagents;Protection and Derivatization
Mol File: 421-83-0.mol
Trifluoromethanesulfonyl chloride Structure
 
Trifluoromethanesulfonyl chloride Chemical Properties
Melting point -26 °C
Boiling point 29-32 °C (lit.)
density 1.583 g/mL at 25 °C (lit.)
vapor pressure 10.36 psi ( 20 °C)
refractive index n20/D 1.334(lit.)
Fp 32°C
storage temp. 2-8°C
solubility Chloroform
form Liquid
color Clear colorless to faintly colored
Specific Gravity 1.583
Water Solubility Hydrolyzes with water.
Sensitive Lachrymatory
BRN 1812016
InChIKey GRGCWBWNLSTIEN-UHFFFAOYSA-N
CAS DataBase Reference 421-83-0(CAS DataBase Reference)
 
Safety Information
Hazard Codes C
Risk Statements 14-34
Safety Statements 26-36/37/39-45
RIDADR UN 3265 8/PG 2
WGK Germany 3
F 10-21
Hazard Note Corrosive/Lachrymatory
HazardClass 8
PackingGroup II
HS Code 29049090
 
MSDS Information
Provider Language
SigmaAldrich English
ACROS English
ALFA English
 
Trifluoromethanesulfonyl chloride Usage And Synthesis
Chemical Properties Clear colorless to faintly colored liquid
Uses Ru(II) complex-catalyzed trifluoromethylating agent for aromatics and alkenes.
Application Trifluoromethanesulfonyl chloride can be used as:
A trifluoromethylating agent for the fluoroalkylation of heterocycles, arenes, and heteroarenes.
A sulfonating agent for alcohols.
A chlorinating agent for carbanions.
Synthesis Add 150g (1mol) of trifluoromethanesulfonic acid to the reactor equipped with thermometer, distillation device and mechanical stirrer, slowly add 435mL (6mol) of thionyl chloride under ice bath, and then add the catalyst N,N-dimethyl Formamide 7.36 (0.1 mol), slowly raise the temperature to room temperature, stir for half an hour, continue to heat up to 40°C, continue to stir, react for 12 hours, and then drop to room temperature after the reaction is complete.Subsequently, vacuum distillation was carried out at 110° C. and -0.1 to -0.08 MPa, and at the same time, the temperature was slowly raised to 50° C. to obtain 147 g of trifluoromethanesulfonyl chloride, with a yield of 87.5%. TRIFLUOROMETHANESULFONYL CHLORIDE
 
Trifluoromethanesulfonyl chloride Preparation Products And Raw materials
Preparation Products N-Phenyl-bis(trifluoromethanesulfonimide)-->2,2,3,3,3-PENTAFLUOROPROPYL TRIFLUOROMETHANESULFONATE-->1-NAPHTHYL TRIFLATE-->N-Hydroxynaphthalimide triflate-->1-(TRIFLUOROMETHANESULFONYL)IMIDAZOLE-->1-ADAMANTYL ISOTHIOCYANATE-->4-NITROPHENYL TRIFLUOROMETHANESULFONATE-->Methyl trichloroacetate-->Diethyl chloromalonate

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