wiz-icon
MyQuestionIcon
MyQuestionIcon
1
You visited us 1 times! Enjoying our articles? Unlock Full Access!
Question

How will you convert ethanal into but-2-enoic acid?


Open in App
Solution

Aldol condensation:

  • Aldol condensation is a condensation reaction that is a reaction in which two molecules are combined to form a single molecule.
  • In this reaction, an enol(alkenes with a hydroxyl group attached to one of the double bonds' carbon atoms) or an enolate ion(deprotonated anions of enols) reacts with carbonyl compounds.
  • It forms a β-hydroxy aldehyde or β-hydroxy ketone and is followed by dehydration to give a conjugated enone(a functional group in which a ketone is conjugated with an alkene).

Aldol Condensation in Aldehydes with Base as a Catalyst:

Step 1: The α-Hydrogen from the base is removed
Step 2: Then the carbanion is formed which undergoes a nucleophilic addition reaction with the carbonyl group present in the second molecule of the aldehyde Step 3: Then the formation of the condensation product.
Step 4: Protonation of alkoxide ions will occur due to a reaction with water.
Step 5: The heating of the aldol compound in the basic solution will help in dehydrating the product to form α,β‐unsaturated aldehyde compound.

Ethanal to but-2-enal:

Step 1 Formation of Hydroxybutanal:

  • Here, the α-Hydrogen from the base is removed and carbanion is formed which undergoes a nucleophilic addition reaction with the carbonyl group present in the second molecule of the aldehyde
  • Protonation of Ethoxide ions will occur due to a reaction with water and heating of the aldol compound in the basic solution will help in dehydrating the product to form the But-2-enal compound.

Step 2 Formation of But-2-enoic acid

But-2-enal under goes Oxidation to form But-2-enoic acid


flag
Suggest Corrections
thumbs-up
2
Join BYJU'S Learning Program
similar_icon
Related Videos
thumbnail
lock
Hemiacetals and Acetals
CHEMISTRY
Watch in App
Join BYJU'S Learning Program
CrossIcon