Fluorine → Trifluoromethanesulfonic anhydride

HRID 2393958Notes

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 80%

Procedure

Then, the first distillation of Example 1 was repeated, thereby to obtain 350.5 kg of trifluoromethanesulfonic acid anhydride which is colorless and transparent. By chemical analysis, this first distillate was found to have a purity of 97 wt % and contain 2.9 wt % of trifluoromethanesulfonic acid ester, up to 0.5 wt % of trifluoromethanesulfonic acid, up to 5 wt ppm of phosphorus, and 590 wt ppm of free fluorine. The actual amount of trifluoromethanesulfonic acid anhydride produced by the reaction was 42.4 kg, and the yield was 80%, based on the amount of trifluoromethanesulfonic acid.

Sources & evidence

ORD record: ord-08e96cda38424c18995f3ae7a5ae5edd
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05808149

Reaction notes

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