Abstract
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.
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53 articles.
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