Fluorine → Trifluoromethanesulfonic anhydride

HRID 2393960Notes

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 59.8%

Procedure

Then, the first distillation of Example 1 was repeated, thereby to obtain 121 kg of trifluoromethanesulfonic acid anhydride which is colorless and transparent. By chemical analysis, this first distillate was found to have a purity of 93 wt % and contain 5 wt % of trifluoromethanesulfonic acid ester, 2 wt % of trifluoromethanesulfonic acid, 50 wt ppm of phosphorus, and 600 wt ppm of free fluorine. The amount of trifluoromethanesulfonic acid anhydride produced by the reaction was 112.5 kg, and the yield was 59.8%, based on the amount of trifluoromethanesulfonic acid.

Sources & evidence

ORD record: ord-58f675effda24b6eafeffac6b4236fb5
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05808149

Reaction notes

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