Nitroalkanes are about as acidic as ketones and aldehydes. Nitroalkanes can also be utilized in reactions similar to the Aldol reaction (a reaction termed a Henry reaction). a) Rationalize why nitroalkanes are more acidic than alkanes. b) Provide a mechanism for both steps of the following Aldol-like (Henry) reaction.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter24: Carboxylic Acids & Derivatives
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Nitroalkanes are about as acidic as ketones and aldehydes. Nitroalkanes can also be utilized
in reactions similar to the Aldol reaction (a reaction termed a Henry reaction). a) Rationalize
why nitroalkanes are more acidic than alkanes. b) Provide a mechanism for both steps of the
following Aldol-like (Henry) reaction.
base
conjugate base
base
less stable conjugate base
NO2
(b)
NO2
но
NO2
- H20
H.
H.
кон
O=Z
Transcribed Image Text:Nitroalkanes are about as acidic as ketones and aldehydes. Nitroalkanes can also be utilized in reactions similar to the Aldol reaction (a reaction termed a Henry reaction). a) Rationalize why nitroalkanes are more acidic than alkanes. b) Provide a mechanism for both steps of the following Aldol-like (Henry) reaction. base conjugate base base less stable conjugate base NO2 (b) NO2 но NO2 - H20 H. H. кон O=Z
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