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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267464Generated: October 27, 2026

Dimethyl Sulfoxide → 4,4,5,5,6,6,7,7,7-Nonafluoroheptanecarbonitrile

https://huagongshe.com/reaction/1267464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactant1,1,1,2,2,3,3,4,4-Nonafluoro-6-iodohexaneHCID 74887—
Product4,4,5,5,6,6,7,7,7-NonafluoroheptanecarbonitrileHCID 1854629266%

Reaction Steps

1-Iodo-3,3,4,4,5,5,6,6,6-nonafluorohexane (10.0 g, 26.2 mmol) and sodium cyanide (3.85 g, 78.6 mmol) were stirred in dimethyl sulfoxide (50 ml) for 30 minutes at 60° C. Water was added to the reaction mixture, which was then extracted with ether. The resulting 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 4,4,5,5,6,6,7,7,7-nonafluoroheptanecarbonitrile (4.7 g, Yield 66%) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552069B1
Source datasetuspto-grants-2003_04
ORD IDord-dbbcc3eabe514985a4ffe2600341a1c4
Source noteuspto-grants-2003_04