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8‐Methylethoxyquin: A possible replacement for ethoxyquin
Author(s) -
Thorisson Snorri,
Gunstone Frank D.,
Hardy Roy
Publication year - 1993
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/bf02545358
Subject(s) - ethoxyquin , antioxidant , chemistry , dimer , imine , quinone , organic chemistry , medicinal chemistry , catalysis
Abstract When acting as an antioxidant, ethoxyquin is converted mainly to a 1,8′‐dimer and to a quinone‐imine, with the latter itself acting as a powerful antioxidant. The 8‐methyl derivative of ethoxyquin was prepared in the expectation that this would not form a dimer but more quinone‐imine and, therefore, be a more powerful antioxidant. On oxidation of 8‐methylethoxyquin, the dimer was absent and the quinone‐imine was formed in high yield. Despite this, 8‐methylethoxyquin was a less efficient antioxidant than ethoxyquin in fish oil and meal.