Water → 4,4,5,5,6,6,7,7,7-Nonafluoroheptyl iodide

HRID 1267468Notes

Reaction equation

HRID 1267468 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][C:9]([F:21])([F:20])[C:10]([F:19])([F:18])[C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])(=O)=O.[I-:22].[Na+].O>CC(C)=O>[I:22][CH2:6][CH2:7][CH2:8][C:9]([F:21])([F:20])[C:10]([F:19])([F:18])[C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13]

Participants

5

Reactant 3

HCID 962WaterHCID 5238Sodium IodideHCID 120167731-Methanesulfonyloxy-4,4,5,5,6,6,7,7,7-nonafluoroheptane

Product 1

HCID 120167744,4,5,5,6,6,7,7,7-Nonafluoroheptyl iodideYield 87%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1-Methanesulfonyloxy-4,4,5,5,6,6,7,7,7-nonafluoro-heptane (6.7 g, 18.8 mmol) and sodium iodide (8.5 g, 56.4 mmol) were stirred in acetone (400 ml) for 12 hours under heating. After the reaction was completed, water was added to the reaction mixture, which was then extracted with ether. The organic layer was washed with water and saturated aqueous sodium chloride, and then dried over anhydrous magnesium sulfate. The solvent was distilled off to give 1-iodo-4,4,5,5,6,6,7,7,7-nonafluoroheptane (6.33 g, Yield 87%) as a colorless oil.

Workup

  1. temperatureunder heating
  2. extractionwas then extracted with ether
  3. washThe organic layer was washed with water and saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-fad63775b7ea4eff888fb5a2e2a253e6
Source dataset
uspto-grants-2003_04
Patent number
US06552069B1

Reaction notes

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