Phosphorus oxide (P4O10) → Perfluorobutane-1,4-bis-sulphonic acid anhydride

HRID 1673195Notes

Reaction equation

HRID 1673195 reaction equation
[F:1][C:2]([F:20])([S:16]([OH:19])(=[O:18])=[O:17])[C:3]([F:15])([F:14])[C:4]([F:13])([F:12])[C:5]([F:11])([F:10])[S:6](O)(=[O:8])=[O:7].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>>[F:11][C:5]1([F:10])[S:6](=[O:7])(=[O:8])[O:17][S:16](=[O:19])(=[O:18])[C:2]([F:20])([F:1])[C:3]([F:15])([F:14])[C:4]1([F:12])[F:13]

Participants

3

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 138480021,4-Butanedisulfonic acid, 1,1,2,2,3,3,4,4-octafluoro-

Product 1

HCID 20749596Perfluorobutane-1,4-bis-sulphonic acid anhydride

Conditions

Temperature
160 °C

Procedure

Perfluorobutane-1,4-bis-sulphonic acid (11.0 g, ˜30 mmol) was mixed with P2O5 (40 g, ˜10 eq) and sand. The mixture was heated to 140-180° C. and distilled under reduced pressure with dry-ice cooling collector to afford crude product (5.12 g). Redistilation gives pure perfluorobutane-1,4-bis-sulphonic acid anhydride.

Workup

  1. distillationdistilled under reduced pressure with dry-ice cooling collector
  2. customto afford crude product (5.12 g)
  3. customRedistilation

Sources & evidence

ORD record
ord-09155da192a446f3b35fbb4582931767
Source dataset
uspto-grants-2011_08
Patent number
US07999139B2

Reaction notes

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