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Direct cleavage of internal epoxides with periodic acid
Author(s) -
Maerker G.,
Haeberer E. T.
Publication year - 1966
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02641025
Subject(s) - epoxide , cleavage (geology) , chemistry , organic chemistry , aqueous solution , reaction conditions , catalysis , materials science , fracture (geology) , composite material
Reaction of methyl esters of epoxidized fatty acids with paraperiodic acid led to direct cleavage of epoxide functions and the production of aldehydes and methyl azelaaldehydate. The reaction was carried out in aqueous dioxane. The use of other solvents and the influence of reaction variables was examined. The reaction is essentially quantitative for methyl, 9,10‐epoxystearate.