Perfluorodecanoic acid → 1-Bromoperfluorononane

HRID 2209865Notes

Reaction equation

[F:1][C:2]([F:31])([C:6]([F:30])([F:29])[C:7]([F:28])([F:27])[C:8]([F:26])([F:25])[C:9]([F:24])([F:23])[C:10]([F:22])([F:21])[C:11]([F:20])([F:19])[C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])C(O)=O.[Br:32]Br.FF>>[F:1][C:2]([Br:32])([F:31])[C:6]([F:30])([F:29])[C:7]([F:28])([F:27])[C:8]([F:26])([F:25])[C:9]([F:24])([F:23])[C:10]([F:22])([F:21])[C:11]([F:20])([F:19])[C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14]

Participants

Reactant 3

HCID 9555Perfluorodecanoic acid

HCID 24408Bromine

HCID 24524Fluorine

Product 1

HCID 27762601-BromoperfluorononaneYield 149%

Procedure

Perfluorodecanoic acid 788 g (1.53 mole), bromine 144 g (0.90 mole) and Freon 113 (200 ml) were treated with fluorine at 30°-38° C. according to the method of Example 3. Approximately 736 g of perfluorononyl bromide (88% yield) was produced. The perfluoroalkyl halide has a boiling point between 95°-6° C./20 mm Hg and a melting point of 30° C.

Sources & evidence

ORD record: ord-3350c47d622c41fca7271ddba88e0ee5
Source dataset: uspto-grants-1995_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05455373

Reaction notes

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