Abstract

It has been shown for acetylacetone as an example that the intramolecular hydrogen bond significantly affects the radiolytic transformations of organic compounds by suppressing the proton transfer from the primary radical cation to the molecule and also by promoting cleavage of the C–OH bond in the enol form. Due to these effects, the major heavy product of radiolysis at 295 K is 4-oxopent-2-en-2-yl acetate. Under boiling conditions (413 K), hydrogen bonds are cleaved, resulting in the predominant formation of 4-hydroxy-2-pentanone, which is not detected at 295 K.

中文翻译：

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分子内供体-受体相互作用对有机化合物辐射分解的影响：对乙酰丙酮的影响

摘要

以乙酰丙酮为例，分子内氢键通过抑制质子从初级自由基阳离子到分子的转移以及促进烯醇形式的 C-OH 键的裂解，显着影响有机化合物的辐射分解转化。 。由于这些影响，295 K 辐射分解的主要重产物是 4-oxopent-2-en-2-yl 乙酸酯。在沸腾条件 (413 K) 下，氢键断裂，导致主要形成 4-羟基-2-戊酮，而在 295 K 时检测不到。