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Resin catalyzed epoxidation of methyl undecylenate
Author(s) -
Rheineck A. E.,
Bender J. R.,
Sreenivasan B.
Publication year - 1969
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/bf02544367
Subject(s) - degree of unsaturation , catalysis , decomposition , methyl oleate , absorption (acoustics) , chemistry , silicone , chromatography , gas chromatography , column chromatography , organic chemistry , materials science , composite material
The optimum temperature for the epoxidation of methyl undecylenate is 60 C and a maximum conversion of about 50% occurs in 4 hr reaction. Thin layer chromatography showed evidence of ring opening and the presence of decomposition products. Gas liquid chromatography on a silicone column appears promising but cannot be used for quantitative purposes due to the presence of noneluting components. However, infrared absorption at 906 cm −1 is characteristic of terminal unsaturation and the intensity of this peak has been observed to be proportional to the concentration up to 90 g/liter of the methyl undecylenate. Hence, we feel this absorption can be used to estimate the unreacted methyl undecylenate in the products.