What is the product of the Aldol addition of Acetaldehyde (CH3-CHO) in dilute NaOH solution?

Answer and explanation

Correct answer: B. 3-Hydroxybutanal (Aldol)

  1. Step 1: Acetaldehyde contains alpha-hydrogens. Hydroxide abstracts an alpha-proton forming an enolate that attacks another acetaldehyde carbonyl carbon. Step 2. Protonation yields a beta-hydroxyaldehyde: 3-hydroxybutanal (aldol). Answer: 3-Hydroxybutanal (Aldol). Why not the others: Crotonaldehyde is the dehydration product formed upon subsequent heating; ethyl acetate is formed by Tishchenko reaction; acetic acid is oxidation product.

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