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dev_22oct (1405)

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Two carbonyl groups greatly increase the acidity. For example, 2,4-
pentanedione (acetylacetone) has a pK, = 9, which is comparable to the
0-H acidity of phenols . The reason is that the enolate
anion  has the charge largely shared by the two oxygen atoms . As a result, the enolate anion is stabilized more with respect to the
ketone than the enolate anion from 2-propanone is stabilized relative to
2-propanone.

Devendra Kumar Shukla
M.Sc physical Chemistry
Currently working in Daswani classes
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