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: 2025-11-20 17:40:16
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%.
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 | n |
| 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) |
![]() 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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