Chemistry Aldehydes & Ketones PMC 2021
PMDC Verified Question 47 of 94
In aldol condensation carbanion acts as:
A
Acid
B
Base
C
Nucleophile
D
Electrophilic
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option C: Nucleophile
Concept:

The aldol condensation mechanism is driven by the interaction between electron-rich and electron-poor species.

Solution:

  • In the first step, a base removes an alpha-hydrogen from a carbonyl compound to generate a resonance-stabilized carbanion (an enolate).


  • This carbanion is electron-rich due to the negative charge on the carbon.


  • In the next step, this carbanion attacks the partially positive, electron-deficient carbonyl carbon of a second, un-ionized molecule.


  • Because it donates a pair of electrons to form a new bond with an electrophile, the carbanion is acting as a Nucleophile.


Why other options are incorrect:

It cannot act as an electrophile because it is electron-rich, not electron-deficient. While it formed via acid-base chemistry, in the crucial carbon-carbon bond forming step, it acts functionally as a nucleophile.

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