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HomeProduct name listTrifluoromethanesulfonyl chloride

Trifluoromethanesulfonyl chloride

Synonym(s):Triflyl chloride

  • CAS NO.:421-83-0
  • Empirical Formula: CClF3O2S
  • Molecular Weight: 168.52
  • MDL number: MFCD00007451
  • EINECS: 207-009-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-06 15:28:16
Trifluoromethanesulfonyl chloride  Structural

What is Trifluoromethanesulfonyl chloride ?

Chemical properties

Clear colorless to faintly colored liquid

The Uses of Trifluoromethanesulfonyl chloride

Ru(II) complex-catalyzed trifluoromethylating agent for aromatics and alkenes.

What are the applications of 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

Properties of Trifluoromethanesulfonyl chloride

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.)
Flash point: 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
CAS DataBase Reference 421-83-0(CAS DataBase Reference)

Safety information for Trifluoromethanesulfonyl chloride

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H314:Skin corrosion/irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P363:Wash contaminated clothing before reuse.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for Trifluoromethanesulfonyl chloride

InChIKey GRGCWBWNLSTIEN-UHFFFAOYSA-N

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