Sodium Fluoride → Hexafluoropropene oxide trimer

HRID 505974Notes

Reaction equation

HRID 505974 reaction equation
FS(C(C(C([O:13][C:14]([C:17]([O:23][C:24]([C:27]([O:33][C:34]([C:37]([C:40]([F:43])([F:42])[F:41])([F:39])[F:38])([F:36])[F:35])([C:29]([F:32])([F:31])[F:30])[F:28])([F:26])[F:25])([C:19]([F:22])([F:21])[F:20])[F:18])(F)[F:15])=O)(F)F)(F)F)(=O)=O.[F-].[Na+]>>[C:40]([C:37]([C:34]([O:33][C:27]([C:24]([O:23][C:17]([C:14]([F:15])=[O:13])([C:19]([F:21])([F:22])[F:20])[F:18])([F:25])[F:26])([C:29]([F:32])([F:31])[F:30])[F:28])([F:36])[F:35])([F:39])[F:38])([F:43])([F:42])[F:41]

Participants

3

Reactant 2

HCID 5235Sodium FluorideHCID 131728307Fso2CF2CF2coocf2CF(CF3)ocf2CF(CF3)ocf2CF2CF3

Product 1

HCID 102863Hexafluoropropene oxide trimer

Conditions

Temperature
140 °C

Procedure

FSO2CF2CF2COOCF2CF(CF3)OCF2CF(CF3)OCF2CF2CF3 (3.6 g) obtained in Example 2-5 was charged into a flask together with NaF powder (0.02 g) and heated at 140° C. for 10 hours in an oil bath with vigorous stirring. At the upper portion of the flask, a reflux condenser having the temperature maintained at 20° C. was installed. After cooling, a liquid sample (3.4 g) was recovered. As a result of the analysis by GC-MS, CF3CF2CF2OCF(CF3)CF2OCF(CF3)COF and the title compound were confirmed as the main products. The NMR yield of the title compound was 70.9%, and the yield of CF3CF2CF2OCF(CF3)CF2OCF(CF3)COF was 72.0%.

Workup

  1. temperaturemaintained at 20° C.
  2. temperatureAfter cooling
  3. customa liquid sample (3.4 g) was recovered

Sources & evidence

ORD record
ord-21ca19a3ae3c4c12a0c0fa94aae0643e
Source dataset
uspto-grants-2010_08
Patent number
US07781612B2

Reaction notes

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