Potassium Hydroxide → 1H-Perfluorohexane

HRID 53416

Reaction equation

HRID 53416 reaction equation
[OH-].[K+].[C:3](I)([C:6]([C:9]([C:12]([C:15]([C:18]([F:21])([F:20])[F:19])([F:17])[F:16])([F:14])[F:13])([F:11])[F:10])([F:8])[F:7])([F:5])[F:4]>[Br-].C([P+](CCCC)(CCCC)CCCC)CCC.CO>[CH:3]([C:6]([C:9]([C:12]([C:15]([C:18]([F:19])([F:20])[F:21])([F:16])[F:17])([F:13])[F:14])([F:11])[F:10])([F:8])[F:7])([F:5])[F:4]

Participants

5

Procedure

Into a 1 l four-necked flask equipped with a stirrer, a distillation apparatus-equipped refluxing condenser, a dropping funnel and a thermometer, 200 cc of methanol, 131 g of (1.1 mols) of 48% potassium hydroxide and 3 g of tetrabutylphosphonium bromide were charged. The reactor was heated to bring the internal temperature to 60° C. Then, 223 g (0.5 mol) of C6F13I was dropwise added thereto over a period of one hour. After completion of dropwise addition, heating and refluxing were continued for two hours. The conversion at that time was 97.0%. A fraction with a boiling point of up to 60° C. was recovered by distillation from the reactor. The recovered liquid was washed with 300 g of water to recover the fluorocarbon. Thus, 149 g of C6F13H having a purity of 99.9%, was obtained.

Workup

  1. customInto a 1 l four-necked flask equipped with a stirrer
  2. distillationa distillation
  3. customapparatus-equipped
  4. temperaturerefluxing condenser, a dropping funnel
  5. temperatureThe reactor was heated
  6. customto 60° C
  7. additionAfter completion of dropwise addition
  8. temperatureheating
  9. temperaturerefluxing
  10. waitwere continued for two hours
  11. distillationA fraction with a boiling point of up to 60° C. was recovered by distillation from the reactor
  12. washThe recovered liquid was washed with 300 g of water
  13. customto recover the fluorocarbon

Sources & evidence

ORD record
ord-58ac287d8cc14b7892f4b6e9a504f375
Source dataset
uspto-grants-1997_04
Patent number
US05618986

Linked notes

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