Publication

a-Fluoro- and a,a-difluoroalkanals by substitution of vicinal bromofluoroalkanes and subsequent Pummerer rearrangement

Manfred Schlosser
1990
Journal Articles

Abstract

2-Fluoro- or 2,2-difluoro-1-bromoalkanes readily undergo nucleophilic substitution by sodium thiophenolate to give 2-fluoro- or 2,2-difluoroalkyl Ph sulfides. The latter can be oxidized to the corresponding sulfoxides. Heating with acetic anhydride produces 2-fluoro- and 2,2-difluoro-1-(phenylthio)alkyl acetates, which can then be cleaved to give 2-fluoro- and 2,2-difluoro-1-(phenylthio)-1-alkanols or the 2-fluoro- and 2,2-difluoroalkanals if not reduced to give 2-fluoro- or 2,2-difluoro-1-alkanols. [on SciFinder (R)]

Official source

https://infoscience.epfl.ch/entities/publication/ee43c491-9a1e-4b93-81b7-8a38a3da6810

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Manfred Schlosser
1990
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/ee43c491-9a1e-4b93-81b7-8a38a3da6810

About this result

Related concepts (10)

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Isopropyl alcohol (IUPAC name propan-2-ol and also called isopropanol or 2-propanol) is a colorless, flammable organic compound with a pungent alcoholic odor. As an isopropyl group linked to a hydroxyl group (chemical formula ) it is the simplest example of a secondary alcohol, where the alcohol carbon atom is attached to two other carbon atoms. It is a structural isomer of propan-1-ol and ethyl methyl ether. They all have the formula .

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