Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
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.[2][3] It is a hygroscopic, colorless, slightly viscous liquid and is soluble in polar solvents.
^Trummal, A.; Lipping, L.; Kaljurand, I.; Koppel, I. A.; Leito, I. (2016). "Acidity of Strong Acids in Water and Dimethyl Sulfoxide". Journal of Physical Chemistry A. 120 (20): 3663–3669. Bibcode:2016JPCA..120.3663T. doi:10.1021/acs.jpca.6b02253. PMID 27115918. S2CID 29697201.
^Howells, R. D.; McCown, J. D. (1977). "Trifluoromethanesulfonic Acid and Derivatives". Chemical Reviews. 77 (1): 69–92. doi:10.1021/cr60305a005.
^Subramanian, L. R.; Martinez, A. G.; Hanack, M.; Prakash, G. K. S.; Hu, J. (2006). "Trifluoromethanesulfonic Acid". Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons. doi:10.1002/047084289X.rt246.pub2. ISBN 0-471-93623-5.
Triflicacid, the short name for trifluoromethanesulfonic acid, TFMS, TFSA, HOTf or TfOH, is a sulfonic acid with the chemical formula CF3SO3H. It is one...
Tf2O, triflic anhydride is the acid anhydride of the superacid triflicacid, CF3SO2OH. Triflic anhydride is prepared by dehydration of triflicacid using...
exceed that of triflicacid, CF 3SO 3H, and bistriflimide, (CF 3SO 2) 2NH, compounds previously regarded as the strongest isolable acids. Their high acidities...
the fact that triflicacid (CF3SO3H) is a superacid; i.e. it is more acidic than pure sulfuric acid, already one of the strongest acids known. A triflate...
6-trinitrophenol (picric acid), anchored to zero to crudely approximate the aqueous pKa scale), making it more acidic than triflicacid (pKaMeCN = 0.70, pKaDCE(relative...
Acid strength is the tendency of an acid, symbolised by the chemical formula HA {\displaystyle {\ce {HA}}} , to dissociate into a proton, H + {\displaystyle...
is estimated to have an acidity 104 times that of triflicacid (pKaaq ~ –14), as measured by its acid dissociation constant. It was first prepared in 1987...
HSO3F hydrolyzes slowly to hydrogen fluoride (HF) and sulfuric acid. The related triflicacid (CF3SO3H) retains the high acidity of HSO3F but is more hydrolytically...
reagents of value beyond organofluorine chemistry. Triflicacid (CF3SO3H) and trifluoroacetic acid (CF3CO2H) are useful throughout organic synthesis....
p-bromophenylsulfonic acid. The term brosylate refers to the anion of p-bromophenylsulfonic acid (BrC6H4SO3−). Tosyl group Tosylic acidTriflicacid Sulfonyl group...
reagent 3c and proline ester 3b. A Lewis acid superacid salt (6) can be obtained with the aid of triflicacid (5). Many other such catalysts exist with...
Fluoroboric acid or tetrafluoroboric acid (archaically, fluoboric acid) is an inorganic compound with the simplified chemical formula H+[BF4]−. Solvent-free...
into hydrated scandium(III) triflate (Sc(OTf)3·nH2O) by a reaction with triflicacid. Metallic scandium is produced industrially by the reduction of scandium...
superelectrophile) over the N,O dicationic intermediate . For preparative purposes triflicacid is recommended: Synthetische Versuche mit dem Acetessigester Justus Liebig's...
sulfinic acid. Both aryl sulfinyl chlorides and diaryl sulfoxides can be prepared from arenes through reaction with thionyl chloride in triflicacid or the...
double bond isomerization (sodium / iPrOH), Boc group deprotection (triflicacid) and amine alkylation with (Z)-BrCH2CICH=CH2OTBDMS (see Rawal) gave compound...
protonated by various acids to make borenium ions. This synthetic method was developed in 1983 by Narula and Noth who used triflicacid to protonate 1...