Fluorine → Trifluoromethanesulfonic anhydride

HRID 2393961Notes

Reaction equation

[F:1][C:2]([F:8])([F:7])[S:3]([OH:6])(=[O:5])=[O:4].[P].FF>>[F:1][C:2]([F:8])([F:7])[S:3]([O:6][S:3]([C:2]([F:8])([F:7])[F:1])(=[O:5])=[O:4])(=[O:5])=[O:4]

Participants

Reactant 3

HCID 24524Fluorine

HCID 62406Trifluoromethanesulfonic acid

HCID 5462309Phosphorus

Product 1

HCID 67749Trifluoromethanesulfonic anhydrideYield 58%

Procedure

Then, the first distillation of Example 1 was repeated, thereby to obtain 118.5 kg of trifluoromethanesulfonic acid anhydride which is colorless and transparent. By chemical analysis, this first distillate was found to have a purity of 92 wt % and contains 6 wt % of trifluoromethanesulfonic acid ester, 2 wt % of trifluoromethanesulfonic acid, 60 wt ppm of phosphorus, and 640 wt ppm of free fluorine. The amount of trifluoromethanesulfonic acid anhydride produced by the reaction was 109.0 kg, and the yield was 58%, based on the amount of trifluoromethanesulfonic acid.

Sources & evidence

ORD record: ord-442be35798974e50b5371dc85313cabe
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05808149

Reaction notes

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