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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1165592Generated: October 29, 2026

Acetonitrile → 4,4,5,5,5-Pentafluoro-3-oxopentanenitrile

https://huagongshe.com/reaction/1165592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantHexaneHCID 8058—
ReactantPropanoic acid, 2,2,3,3,3-pentafluoro-, ethyl esterHCID 67928—
ReactantButyllithiumHCID 178418339—
Product4,4,5,5,5-Pentafluoro-3-oxopentanenitrileHCID 1561382177.8%

Reaction Steps

Acetonitrile (4.1 g, 0.10 mole), ethyl pentafluoropropionate (9.61 g, 0.05 mole) and a solution of n-butyllithium in n-hexane (70 ml, 0.11 mole) were reacted according to the same procedure as described in Example 1 to give 7.28 g (77.8%) of the title compound. When the resulting compound was dissolved in CDCl3 and its NMR was measured, the ratio of the keto form/the enol form was found to be 26/74, m.p. 47°-54° C. (deliquescence), b.p. 69°-71° C./18 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04910326
Source datasetuspto-grants-1990_03
ORD IDord-756098f85e8e4bd989cd57060ef99d2b
Source noteuspto-grants-1990_03