Trifluoroacetic acid → 1,1,3,3,3-Pentafluoro-2-oxopropane-1-sulfonic acid

HRID 1680767Notes

Reaction equation

HRID 1680767 reaction equation
[O:1]=[C:2]([C:12]([F:15])([F:14])[F:13])[C:3]([F:11])([F:10])[S:4]([O:7]CC)(=[O:6])=[O:5].FC(F)(F)C(O)=O>>[O:1]=[C:2]([C:12]([F:15])([F:13])[F:14])[C:3]([F:10])([F:11])[S:4]([OH:7])(=[O:6])=[O:5]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 20525313Ethyl 1,1,3,3,3-pentafluoro-2-oxopropane-1-sulfonate

Product 1

HCID 125591471,1,3,3,3-Pentafluoro-2-oxopropane-1-sulfonic acidYield 81%

Conditions

Temperature
60 °C

Procedure

Ethyl 2-oxopentafluoropropanesulfonate (25.6 g, 0.10 mol) was stirred at 25° C. and treated with trifluoroacetic acid (17.1 g, 0.15 mol). The mixture was allowed to stand overnight, and then it was heated to reflux (60° C.) in a spinning band still. Fractional distillation of the mixture at a pot temperature below 100° C. gave 2-oxopentafluoropropanesulfonic acid (18.4 g, 0.081 mol, 81%) bp 73° C. (2.6 mm Hg).

Workup

  1. temperatureit was heated
  2. distillationFractional distillation of the mixture at a pot temperature below 100° C.

Sources & evidence

ORD record
ord-88fdec0816e04d38a2ec860def94991f
Source dataset
uspto-grants-1981_06
Patent number
US04275225

Reaction notes

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