Chemistry Aldehydes & Ketones SZABMU 2023
PMDC Verified Question 15 of 94
The function of \( NaOH \) in Aldol condensation & Cannizzaro's reaction respectively is:
A
Nucleophile and electrophile
B
Base and nucleophile
C
Electrophile and nucleophile
D
Nucleophile and base
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option B: Base and nucleophile
Concept:

The hydroxide ion (\( OH^- \)) from NaOH can act either as a Bronsted-Lowry base (removing a proton) or as a Lewis base/Nucleophile (attacking a carbon center).

Solution:

  • In Aldol Condensation: The \( OH^- \) ion attacks an acidic alpha-hydrogen on the aldehyde/ketone, removing it to form water and an enolate carbanion. Because it accepts a proton, it functions strictly as a Base.


  • In Cannizzaro's Reaction: There are no alpha-hydrogens. Therefore, the \( OH^- \) ion directly attacks the electrophilic carbonyl carbon to form a tetrahedral intermediate. Because it donates electrons to form a bond with carbon, it functions as a Nucleophile.


  • Thus, the respective functions are Base and Nucleophile.


Why other options are incorrect:

The hydroxide anion is negatively charged and electron-rich; it can never act as an electrophile (options A and C). Option D reverses the roles.

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