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Trifluoromethanesulfonic anhydride

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Trifluoromethanesulfonic anhydride Basic information

Product Name:
Trifluoromethanesulfonic anhydride
Synonyms:
  • Trifluoromethanesulfonic anhydlladium(0)
  • Trifluoromethanesulfonic anhydride purum, >=98.0% (T)
  • Trifluoromethanesulfonic anhydride solution 1 M in methylene chloride
  • Triflic anhydride solution
  • 7561347, DT: 23.1 1.2016) RE-EXPORT
  • TRIFLUOROMETHANE SULFONIC ANHYDRIDE(ORIG INAL IMPORT VIDE BE.NO
  • Trifluoromethanesulfonic anhydride solution
  • Methanesulfonic acid, trifluoro-, anhydride
CAS:
358-23-6
MF:
C2F6O5S2
MW:
282.14
EINECS:
206-616-8
Product Categories:
  • organofluorine compounds
  • Pharmaceutical intermediates
  • Organic Fluorides
  • pharmacetical
Mol File:
358-23-6.mol
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Trifluoromethanesulfonic anhydride Chemical Properties

Melting point:
-80°C
Boiling point:
81-83 °C(lit.)
Density 
1.677 g/mL at 25 °C(lit.)
vapor density 
5.2 (vs air)
vapor pressure 
8 mm Hg ( 20 °C)
refractive index 
n20/D 1.321(lit.)
RTECS 
PB2772000
Flash point:
81-83°C
storage temp. 
Refrigerator
solubility 
Miscible with dichloromethane. Immiscible with hydrocarbons.
form 
Liquid
color 
Clear colorless to light brown
Specific Gravity
1.677
Water Solubility 
reacts violently with water
Sensitive 
Moisture Sensitive
BRN 
1813600
InChIKey
WJKHJLXJJJATHN-UHFFFAOYSA-N
CAS DataBase Reference
358-23-6(CAS DataBase Reference)
NIST Chemistry Reference
Trifluoromethanesulfonic anhydride(358-23-6)
EPA Substance Registry System
Methanesulfonic acid, trifluoro-, anhydride (358-23-6)
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Safety Information

Hazard Codes 
C
Risk Statements 
14-21/22-34-35-22-40
Safety Statements 
26-36/37/39-43-45-8
RIDADR 
UN 3265 8/PG 2
WGK Germany 
3
10-21
Hazard Note 
Corrosive
TSCA 
Yes
HazardClass 
8
PackingGroup 
I
HS Code 
29049020
Toxicity
LD50 orally in Rabbit: 1012 mg/kg

MSDS

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Trifluoromethanesulfonic anhydride Usage And Synthesis

Chemical Properties

clear colorless to light brown liquid

Uses

Trifluoromethanesulfonic Anhydride is a strong electrophile used in chemical synthesis for introducing the triflyl group.

Purification Methods

It can be freshly prepared from the anhydrous acid (11.5g) and P2O5 (11.5g, or half this weight) by setting aside at room temperature for 1hour, distilling off volatile products then distil it through a short Vigreux column. It is readily hydrolysed by H2O and decomposes appreciably after a few days to liberate SO2 and produce a viscous liquid. Store it dry at low temperatures. [Burdon et al. J Chem Soc 2574 1957, Beard et al. J Org Chem 38 373 1973, Beilstein 3 IV 35.]

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