Question:

The carbonyl compound that does not undergo aldol condensation is

Updated On: Apr 2, 2025
  • Acetone
  • Di chloro acetaldehyde
  • Tri chloro acetaldehyde
  • Acetaldehyde
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The Correct Option is C

Solution and Explanation

Aldol condensation is a reaction between two carbonyl compounds (such as aldehydes or ketones) that results in the formation of a β-hydroxy carbonyl compound, which can further undergo dehydration to give an α,β-unsaturated carbonyl compound.

For aldehydes and ketones to undergo aldol condensation, the hydrogen atom at the α-position (adjacent to the carbonyl group) must be sufficiently acidic to be abstracted by a base.

In the case of dichloroacetaldehyde (option C), the presence of two electronegative chlorine atoms attached to the α-carbon significantly reduces the acidity of the α-hydrogens, making them less available for abstraction. This prevents the reaction from proceeding effectively, so dichloroacetaldehyde does not undergo aldol condensation.

Therefore, the correct answer is (C): dichloroacetaldehyde. 

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Concepts Used:

Haloalkanes and Haloarenes - Chemical Reactions

Chemical Reactions go with the breaking and bonding of covalent bonds which involve of exchange of electrons. The functional groups of Organic compounds play a consequential role in the process. Based on the above theory, reactions can be classified into five main groups:

Rearrangement Reactions are the type of reactions in which products get formed simply by the rearrangement of atoms and electrons in the reactant molecules.

O

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NH4CNO → NH2 –C – NH2

Substitution Reactions are the reactions in which an atom or group of atoms is replaced by some other atom or group of atoms without any change in the structure of the remaining part of the molecule.

CH3Br + KOH (aqueous) → CH3OH + KBr

Addition Reactions are the reactions in which products get formed by the addition of some reagent to an unsaturated compound.

CH2 = CH2 + HCl → CH5Cl

  • Electrophilic Addition Reactions
  • Nucleophilic Addition Reactions
  • Free Radical Addition Reactions

Elimination Reactions are the reactions in which the products get formed by the loss of simple molecules like HX from the reactant molecules.

C2H5OH → C2H4

  • EN1 (Nucleophilic Elimination Unimolecular)
  • EN2 (Nucleophilic Elimination Bimolecular)

A polymerization Reaction is the union of two or more molecules of a substance that form a single molecule with higher molecular weight.

n (CH = CH2) → (-CH2 – CH2 -) n