Iodine → 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane

HRID 2209868Notes

Reaction equation

[F:1][C:2]([F:22])([C:6]([F:21])([F:20])[C:7]([F:19])([F:18])[C:8]([F:17])([F:16])[C:9]([F:15])([F:14])[C:10]([F:13])([F:12])[F:11])C(O)=O.FF.[I:25]I>>[F:1][C:2]([I:25])([F:22])[C:6]([F:21])([F:20])[C:7]([F:19])([F:18])[C:8]([F:17])([F:16])[C:9]([F:15])([F:14])[C:10]([F:13])([F:12])[F:11]

Participants

Reactant 3

HCID 807Iodine2×

HCID 24524Fluorine

HCID 67818Perfluoroheptanoic acid

Product 1

HCID 677331,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexaneYield 13%

Procedure

Perfluoroheptanoic acid 9.5 g (0.026 mole), iodine 4.0 g (0.016 mole) and Freon 113 (500 ml) were mixed and treated with approximately 33% fluorine diluted with nitrogen until the color due to iodine disappeared. The mixture was washed with water containing a small amount of sodium thiosulfite and dried over magnesium sulfate. 1.5 g (13% yield) of perfluorohexyl iodide was obtained.

Workup

washThe mixture was washed with water containing a small amount of sodium thiosulfite
dry with materialdried over magnesium sulfate

Sources & evidence

ORD record: ord-0b9e7e77fc074751b349f9e0e8a11fd8
Source dataset: uspto-grants-1995_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05455373

Reaction notes

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