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• W2015011676 abstract "Ionic reactions of bromine, chlorine, methyl hypochlorite or N-bromosuccinimide with butadiene monoxide (4) give only 1,2-addition products. The Markownikoff (1-halo-2-methoxy-3,4-epoxybutane) and anti-Markownikoff (2-halo-1-methoxy-3,4-epoxybutane) product ratios for ionic reaction of methyl hypochlorite and N-bromosuccinimide in methanol with 4 are similar to those obtained with 1-hexene. These data indicate that a rather symmetrical halonium ion is formed in the ionic halogenation of 4. Free radical reaction of bromine, chlorine, or trichloramine to 4 does not give ring-opened products as one might expect for formation of an epoxy carbonyl intermediate. The mechanistic implications from these observations are discussed." @default.
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• W2015011676 date "1983-01-01" @default.
• W2015011676 modified "2023-09-26" @default.
• W2015011676 title "Ionic and radical addition of chlorine, bromine and some halogen systems of butadiene monoxide (4)" @default.
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• W2015011676 doi "https://doi.org/10.1002/jhet.5570200147" @default.
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