Perfluoroalkyl ethyl alcohols via perfluoroalkyl acetaldehydes

[Display omitted] •Sulfinitodehalogenation reaction of RfI and ethyl vinyl ether gives aldehyde and hemiacetal addition products.•Catalytic hydrogenation of this mixture gives the perfluoroalkylethanol in high overall yield.•These alcohols are important intermediates in the commercial production of...

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Bibliographic Details
Published inJournal of fluorine chemistry Vol. 201; pp. 7 - 10
Main Authors Peng, Sheng, Moloy, Kenneth G.
Format Journal Article
LanguageEnglish
Published Lausanne Elsevier B.V 01.09.2017
Elsevier BV
Subjects
Alcohol
Alcohols
Catalysis
Chemistry
Ethers
Fluorine
Hydrogenation
Iodides
Sulfinatodehalogenation
Vinyl ethers
Hydrogenation
Sulfinatodehalogenation
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Summary:[Display omitted] •Sulfinitodehalogenation reaction of RfI and ethyl vinyl ether gives aldehyde and hemiacetal addition products.•Catalytic hydrogenation of this mixture gives the perfluoroalkylethanol in high overall yield.•These alcohols are important intermediates in the commercial production of surfactants and polymers. A new route to commercially important perfluoroalkyl ethyl alcohols (RfCH2CH2OH) is described. This route involves the addition of perfluoroalkyl iodides to alkyl vinyl ethers using sulfinatodehalogenation chemistry, followed by catalytic hydrogenation of the intermediate mixture of perfluoroalkylacetaldehyde and perfluoroalkylacetaldehyde hemiacetal to the desired alcohol.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2017.07.013