Trifluoromethanesulfonic acid

• Catalog No.: A10173
• CAS Number: 1493-13-6
• M. F.: CHF3O3S
• M. W.: 150.0770496
• Purity: 98+%

SYNONYMS

• Title: 三氟甲烷磺酸
• IUPAC name: trifluoromethanesulfonic acid
• IUPAC Traditional name: trifluoromethanesulfonic acid
• Synonyms: Triflic acid

DATABASE IDS

• MDL Number: MFCD00007514
• CAS Number: 1493-13-6
• Merck Index: 149676
• Beilstein Number: 1812100
• EC Number: 216-087-5

PROPERTIES

• Purity: 98+%
• Boiling Point: 161-162°C
• Density: 1.708
• Flash Point: None
• Melting Point: -40°C
• Refractive Index: 1.3270
• GHS Hazard statements: H331-H302-H314-H318
• European Hazard Symbols: X
• European Hazard Symbols: Corrosive (C)
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A
• Risk Statements: 20/22-35
• RTECS: PB2771000
• Safety Statements: 26-36/37/39-45
• Storage Warning: Hygroscopic
• TSCA Listed: 是
• Hazard Class: 8
• UN Number: UN3265
• Packing Group: II

REFERENCES

• One of the strongest available monoprotic acids. For a review of the chemistry of triflic acid and its derivatives, see: Chem. Rev., 77, 69 (1977).
• Simple triflic esters, readily prepared by reaction with alcohols, are powerful alkylating agents and must be handled with extreme care because of their irritating effect on the lungs. For a review, see: Synthesis, 85 (1982).
• For use in direct electrophilic amination of arenes, see Trimethylsilyl azide, L00173. Effects direct oxy-functionalization of aromatics in combination with bis(TMS) peroxide: J. Org. Chem., 54, 1204 (1989); or sodium perborate: Synlett, 39 (1991).
• Adds to both internal and terminal alkynes to give vinyl triflates: J. Am. Chem. Soc., 91, 4600 (1969); Org. Synth. Coll., 9, 472 (1998). Reaction in the presence of a nitrile provides a route to sterically hindered 2,4,6-trisubstituted pyrimidines: Synthesis, 881 (1990):