Hydrogen Bromide → 1-Bromopentadecafluoroheptane

HRID 2209867Notes

Reaction equation

HRID 2209867 reaction equation
[F:1][C:2]([F:25])([C:6]([F:24])([F:23])[C:7]([F:22])([F:21])[C:8]([F:20])([F:19])[C:9]([F:18])([F:17])[C:10]([F:16])([F:15])[C:11]([F:14])([F:13])[F:12])C(O)=O.[BrH:26].FF>>[F:1][C:2]([Br:26])([F:25])[C:6]([F:24])([F:23])[C:7]([F:22])([F:21])[C:8]([F:20])([F:19])[C:9]([F:18])([F:17])[C:10]([F:16])([F:15])[C:11]([F:14])([F:13])[F:12]

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 9554Perfluorooctanoic acidHCID 24524Fluorine

Product 1

HCID 678191-BromopentadecafluoroheptaneYield 36%

Procedure

Perfluorooctanoic acid 18.6 g (0.045 mole), 48% hydrobromic acid 9.1 g (0.054 mole) and Freon 113 (400 ml) were mixed and treated with fluorine. The solution immediately turned to dark red. When the dark red color disappeared, fluorine was terminated and the reaction mixture was poured into dilute hydrochloric acid solution. The lower phase was separated and dried over magnesium sulfate. After removing the solvent, 7.2 g (36% yield) of perfluoroheptyl bromide was obtained.

Workup

  1. customfluorine was terminated
  2. additionthe reaction mixture was poured into dilute hydrochloric acid solution
  3. customThe lower phase was separated
  4. dry with materialdried over magnesium sulfate
  5. customAfter removing the solvent

Sources & evidence

ORD record
ord-28200f0daa9c47d48a279c1a3efd8678
Source dataset
uspto-grants-1995_10
Patent number
US05455373

Reaction notes

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