Autoxidation of resin acids. III. Photo-oxidation of abietic acid
Enoki, A.; Kitao, K.
Journal of the Japan Wood Research Society 21(2): 101-106
The autoxidation of methyl abietate (I) was studied under irradiation with sun light in the air. From the reaction products five n-hexane-soluble products were isolated and identified as methyl 7-oxo-dehydroabietate (II), methyl 7 a-hydroxydehydroabietate (III), 7 a-hydroxy-8 a, 9 a; 13 a, 14 adiepoxide (IV), peroxide (V), and methyl 13 a, 14 a-epoxy-47(8)-dihydroabietate (VI) respectively. Products (II), (III), (IV) were considered to be formed through methyl 7a-hydroperoxypalustrate (X) from the analogy of the results in the nonsensitized photooxidation of methyl palustrate and methyl levopimarate. Along with hexane-soluble products, hexane-insoluble product was obtained which was probably a complex mixture having a fairly large amount of oxygen and was not further studied.