KINETICS OF DECARBOXYLATION OF ACETOACETIC ACID

KINETICS OF DECARBOXYLATION OF ACETOACETIC ACID
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DOI:
10.1071/ch9671823
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发表时间:
1967-01-01
影响因子:
1.1
通讯作者:
BOND, MA
BOND, MA
中科院分区:
化学4区
文献类型:
--
作者:
HAY, RW;BOND, MA

文献摘要

被引文献

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本文研究了乙酰乙酸CH_3COCH_2CO_2 H → CH_3COCH_3 + CO_2及其阴离子在水溶液中的脱羧反应。虽然在37° C下酸的分解速度比阴离子快约50倍,但酸的活化能(23.7 kcal mol-1)与阴离子的活化能(22.9 kcal mol-1)相当,反应性的巨大差异是由于熵效应。讨论了这些结果的意义,并与其他β-酮酸脱羧反应进行了比较。
The decarboxylation of acetoacetic acid CH3COCH2CO2H → CH3COCH3+CO2 and its anion have been studied in aqueous solution over a range of temperature. Although the acid decomposes approximately 50 times faster than the anion at 37°, the activation energy of the acid (23.7 kcal mole-1) is comparable with that of the anion (22.9 kcal mole-1) and the large difference in reactivity is due to an entropy effect. The significance of these results is discussed and a comparison made with other β-keto acid decarboxylations.