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- W2006665362 abstract "Where the open-chain anhydride of a monobasic acid contains an α-hydrogen atom, the known major primary scission is a non-radical acyl–oxygen scission, yielding a keten and a carboxylic acid as discrete molecules. If, in addition, the anhydride is αβ-unsaturated, primary intra-acyl scission competes with the above acyl–oxygen scission: however, the latter is precluded if there is no α-hydrogen atom, so that intra-acyl scission is here the only primary breakdown route. The pyrolysis of cyclic anhydrides of dibasic acids is explicable on similar lines: here, acyl–oxygen scission would yield a single open-chain ‘keten-acid’, terminated by a keten group (CH·CH:CO) and a carboxyl group, the former rearranging from its cumulative to its conjugated form (C:CH·CHO), followed by decarbonylation to C:CH2 and other competing and secondary reactions. All the observed products are explicable on this basis, coupled with the known competing formation of a cyclic ketone if the anhydride is of sufficient ring size. Cyclic transition states in the acyl–oxygen scissions are suggested. All pyrolyses were at ca. 500°." @default.
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- W2006665362 date "1968-01-01" @default.
- W2006665362 modified "2023-09-26" @default.
- W2006665362 title "Studies in pyrolysis. Part XXIV. Competitive routes in the pyrolysis of carboxylic acid anhydrides" @default.
- W2006665362 doi "https://doi.org/10.1039/j39680002007" @default.
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