Hexafluoroacetone → Hexafluoroacetone

HRID 1164151Notes

Reaction equation

HRID 1164151 reaction equation
[F-].[K+].O1CCCOO1.[C:9]([C:13]([C:15]([F:18])([F:17])[F:16])=[O:14])([F:12])([F:11])[F:10].[CH:19]([C:28](F)(F)F)([C:24]([F:27])([F:26])[F:25])[C:20]([F:23])([F:22])[F:21]>CC(N(C)C)=O.CN(C)C=O>[F:10][C:9]([F:12])([F:11])[C:13]([C:15]([F:18])([F:17])[F:16])=[O:14].[F:21][C:20]([F:23])([F:22])[C:19](=[CH2:28])[C:24]([F:27])([F:26])[F:25]

Participants

8

Reactant 4

HCID 12695HexafluoroacetoneHCID 1362262-(Trifluoromethyl)-1,1,1,3,3,3-hexafluoropropaneHCID 522689Potassium FluorideHCID 19593658CID 19593658

Product 2

HCID 12695HexafluoroacetoneHCID 914503,3,3-Trifluoro-2-(trifluoromethyl)-1-propene

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 31374DimethylacetamideSolvent

Procedure

Following the procedure of Example 1, 100 g (0.274 mole) ##STR5## 3.5 g anhydrous KF, 60 g (2.02 mole) trioxane (α-trioxymethylene), 50 mL dimethylformamide and 100 mL dimethylacetamide were heated from 100° C. to 143° C. over a 25 hour period. The cold trap yielded 29.4 g crude product which on GC analysis indicated that 15 g (0.09 mole) was CF3COCF3, 4.4 g (0.027 mole) was (CF3)2C=CH2 and 5.0 g (0.023 mole) was (CF3)3CH. The yields of hexafluoroacetone and hexafluoroisobutylene were 16.4% and 4.9% respectively based on starting hexafluorothioacetone dimer.

Workup

  1. temperaturewere heated from 100° C. to 143° C. over a 25 hour period
  2. customThe cold trap yielded 29.4 g crude product which on GC analysis

Sources & evidence

ORD record
ord-335bd5ce3c674fa09ffea62bbb83e652
Source dataset
uspto-grants-1983_01
Patent number
US04367349

Reaction notes

Loading…