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Topic summary

Triflic acid

Triflic acid
Names IUPAC name
Trifluoromethanesulfonic acid
Other names
Triflic acid
Identifiers
3D model (JSmol)
1812100 ChEBIChEMBLChemSpiderECHA InfoCard100.014.625EC Number
  • 216-087-5
2805 UNII
  • InChI=1S/CHF3O3S/c2-1(3,4)8(5,6)7/h(H,5,6,7)
    Key: ITMCEJHCFYSIIV-UHFFFAOYSA-N
  • InChI=1/CHF3O3S/c2-1(3,4)8(5,6)7/h(H,5,6,7)
    Key: ITMCEJHCFYSIIV-UHFFFAOYAW
  • C(F)(F)(F)S(=O)(=O)O
Properties CF3SO3H Molar mass150.07121 g/mol Appearance Colorless liquid Density1.696 g/mL Melting point−40 °C (−40 °F; 233 K) Boiling point162 °C (324 °F; 435 K) 1600 g/L Vapor pressure3.2 Acidity (pKa) −14.7±2.0Conjugate baseTriflate anionViscosity1.864–1.881 mm/s at 20 °C Hazards Occupational safety and health (OHS/OSH):
Main hazards
Causes severe acid burns GHS labelling: DangerH290, H302, H314, H335, H402P234, P261, P264, P270, P271, P273, P280, P301+P312+P330, P301+P330+P331, P303+P361+P353, P304+P340+P310, P305+P351+P338+P310, P363, P390, P403+P233, P405, P501NFPA 704 (fire diamond) Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Triflic acid, the short name for trifluoromethanesulfonic acid, TFMS, TFSA, HOTf or TfOH, is a sulfonic acid with the chemical formula CF3SO3H. It is one of the strongest known acids. Triflic acid is mainly used in research as a catalyst for esterification. It is a hygroscopic, colorless, slightly viscous liquid that is soluble in polar solvents. The acid is also the trifluorinated analogue of trichloromethanesulfonic acid.