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Hydrogen sulfide was added to methyl trans, trans‐ 9,11‐octadecadienoate in benzene solution at 25 C with ultraviolet radiation. GC‐MS and GLC analysis of the reaction product showed the presence of methyl oleate, methyl stearate, geometric isomers of methyl 9,11‐octadecadienoate, methyl 9,12‐epoxy‐octadeca‐9, 11‐dienoate, an unknown compound with an apparent molecular weight of 306, methyl 8‐(2′,5′‐hexylthienyl) octanoate, an unidentified sul‐fur] containing C 18 ester with an apparent molecular weight of 326, methyl 9,12‐epithiostearate, an adduct of methyl trans,trans‐ 9,11‐octadecadienoate and ben‐zene [bicyclo (4.4.0)‐deca‐2,5,7‐triene‐l‐(Ω‐carboxy‐methyl heptyl)‐4 hexyl] and a probable mixture of methyl 9,11‐epidithiostearate, methyl 9,12‐epidithio‐stearate, and methyl 10,12‐epidithiostearate.
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Schwab et al. (1978) studied this question.
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