Chlorotrifluoroethylene → Perfluoropropionyl fluoride

HRID 966433Notes

Reaction equation

HRID 966433 reaction equation
C(C(C([O:10][C:11]([C:14]([C:17]([F:20])([F:19])[F:18])([F:16])[F:15])(F)[F:12])=O)(F)F)(F)(F)F.ClC(F)=C(F)F>[Ni].O>[C:17]([C:14]([C:11]([F:12])=[O:10])([F:16])[F:15])([F:20])([F:19])[F:18]

Participants

5

Reactant 2

HCID 6594ChlorotrifluoroethyleneHCID 11381975Heptafluoropropyl pentafluoropropanoate

Product 1

HCID 67912Perfluoropropionyl fluorideYield 90%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 962WaterSolvent

Conditions

Temperature
200 °C

Procedure

CF3CF2COOCF2CF2CF3 (20 g) obtained in Example 5 and chlorotrifluoroethylene oligomer (120 g) were charged into a 200 ml autoclave made of nickel and equipped with a reflux condenser and heated to 200° C. The reflux condenser was cooled by circulating cooling water, and when the pressure became at least 0.1 MPa, the gas was purged while maintaining the pressure to recover a gaseous sample (15 g). By GC-MS, it was confirmed that CF3CF2COF was the main product. The GC yield was 90%.

Workup

  1. customequipped with a reflux condenser
  2. temperatureThe reflux condenser was cooled
  3. customthe gas was purged
  4. temperaturewhile maintaining the pressure
  5. customto recover a gaseous sample (15 g)

Sources & evidence

ORD record
ord-780e52c0f71d4b21a490dc978505336a
Source dataset
uspto-grants-2005_10
Patent number
US06951957B2

Reaction notes

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