2,4-Dinitrophenylhydrazine is frequently used for making derivatives of ketones andaldehydes because the products (2,4-dinitrophenylhydrazones, called 2,4-DNP derivatives)are even more likely than the phenylhydrazones to be solids with sharp melting points.Propose a mechanism for the reaction of acetone with 2,4-dinitrophenylhydrazine in amildly acidic solution.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
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2,4-Dinitrophenylhydrazine is frequently used for making derivatives of ketones and
aldehydes because the products (2,4-dinitrophenylhydrazones, called 2,4-DNP derivatives)
are even more likely than the phenylhydrazones to be solids with sharp melting points.
Propose a mechanism for the reaction of acetone with 2,4-dinitrophenylhydrazine in a
mildly acidic solution.

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