Water → Perfluorooctanoic acid

HRID 853140Notes

Reaction equation

HRID 853140 reaction equation
[OH2:1].[C:2]([C:24](F)=[O:25])([C:5]([C:8]([C:11]([C:14]([C:17]([C:20]([F:23])([F:22])[F:21])([F:19])[F:18])([F:16])[F:15])([F:13])[F:12])([F:10])[F:9])([F:7])[F:6])([F:4])[F:3]>>[C:2]([C:24]([OH:25])=[O:1])([C:5]([C:8]([C:11]([C:14]([C:17]([C:20]([F:22])([F:21])[F:23])([F:19])[F:18])([F:15])[F:16])([F:12])[F:13])([F:10])[F:9])([F:6])[F:7])([F:3])[F:4]

Participants

3

Reactant 2

HCID 962WaterHCID 67634Octanoyl fluoride, 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-

Product 1

HCID 9554Perfluorooctanoic acid

Procedure

A 250 ml PFA vessel equipped with a stirrer was used. Water (100 g, 5.6 mol) was temperature conditioned to 60° C. within the vessel, following which C7F15COF (50 g, 0.120 mol; prepared by the method described in JP-A 8-231462) having a purity of 99.9 wt % was added dropwise under stirring in an attempt to form C7F15COOH by a hydrolysis reaction. However, a gel formed, which made stirring impossible.

Workup

  1. customA 250 ml PFA vessel equipped with a stirrer
  2. customconditioned to 60° C. within the vessel
  3. customprepared by the method
  4. additionwas added dropwise

Sources & evidence

ORD record
ord-ac8e42cdc53a4f5d8e452e14a54cd255
Source dataset
uspto-grants-2007_08
Patent number
US07253315B2

Reaction notes

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