An improved synthesis of perfluoroalkyl aldehydes from the reaction of perfluoroalkyl iodides with dimethylformamide

The reactivity of perfluoroalkyl iodide in the presence of a zinc-copper metal couple and a radical initiator in DMF, has been investigated. This led to the formation of a mixture of N,N-dimethyl perfluoroalkylamide and perfluoroalkyl aldehyde. After studying the influence of different reaction para...

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Bibliographic Details
Published inJournal of fluorine chemistry Vol. 63; no. 3; pp. 217 - 226
Main Authors Benefice-Malouet, S., Blancou, H., Commeyras, A.
Format Journal Article
LanguageEnglish
Published LAUSANNE 1 Elsevier B.V 01.08.1993
Elsevier
Elsevier Sequoia
Subjects
Aliphatic compounds
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Exact sciences and technology
Organic chemistry
Physical Sciences
Preparations and properties
Science & Technology
COUPLE
Haloaldehyde
DMF
Aliphatic compound
Halocarbon
Free radical reaction
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Summary:The reactivity of perfluoroalkyl iodide in the presence of a zinc-copper metal couple and a radical initiator in DMF, has been investigated. This led to the formation of a mixture of N,N-dimethyl perfluoroalkylamide and perfluoroalkyl aldehyde. After studying the influence of different reaction parameters, the perfluoroalkyl aldehyde formation has been optimized to high yield (over 90%).
ISSN:0022-1139
1873-3328
DOI:10.1016/S0022-1139(00)80565-5