Water → (CF3)2Chco2H H2O

HRID 234194Notes

Reaction equation

HRID 234194 reaction equation
[OH2:1].[CH:2]([C:11]([OH:13])=[O:12])([C:7]([F:10])([F:9])[F:8])[C:3]([F:6])([F:5])[F:4]>CC(C)=O>[CH:2]([C:11]([OH:13])=[O:12])([C:3]([F:5])([F:6])[F:4])[C:7]([F:10])([F:9])[F:8].[OH2:1]

Participants

4

Reactant 2

HCID 962WaterHCID 3856062H-Hexafluoro(2-methylpropanoic acid)2×

Product 1

HCID 131719800(CF3)2Chco2H H2O

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 25 mL water, 50 mL acetone and 15.1 g (77 mmol) (CF3)2CHCO2H was heated in a stainless steel tube for 16 hours at 100° C. The reaction product was discharged from the reaction vessel and collected in a cold trap (-78° C.). A liquid (9 mL) was collected and based on 19F and 1H NMR was found to contain 20% acetone, 75% CF3CH2CF3 and 5% CF3CH=CF2. The crude product was distilled through a low-temperature column and a mixture (9.4 g) containing 95% CF3CH2CF3 and 5% CF3CH=CF2 was isolated. The conversion of (CF3)2CHCO2H was 85%.

Workup

  1. customcollected in a cold trap (-78° C.)
  2. customA liquid (9 mL) was collected
  3. distillationThe crude product was distilled through a low-temperature column
  4. additiona mixture (9.4 g) containing 95% CF3CH2CF3
  5. custom5% CF3CH=CF2 was isolated

Sources & evidence

ORD record
ord-7b3f1571733a48d39e9e565c68e14709
Source dataset
uspto-grants-1997_01
Patent number
US05594159

Reaction notes

Loading…