Home › UP Board Class 12 › chemistry › Aldehydes Ketones and Carboxylic Acids › In the ALDOL CONDENSATION, two carbonyl compound…
In the ALDOL CONDENSATION, two carbonyl compounds (containing $\alpha$-hydrogens) react in the presence of a base to give a $\beta$-hydroxy aldehyde or ketone. The KEY first step is
Abase removes an $\alpha$-H to form an enolate carbanion
Bhomolytic cleavage of the carbonyl bond to form radicals
Caddition of water across the $\mathrm{C{=}O}$ bond
Doxidation of one molecule of the aldehyde to the carboxylic acid
Answer & Solution
Correct answer: A. base removes an $\alpha$-H to form an enolate carbanion
1. NCERT §8.4 describes the aldol condensation mechanism (base-catalysed version).
2. STEP 1: The base (e.g. $\mathrm{OH^-}$) deprotonates the $\alpha$-CARBON of one aldehyde/ketone, removing one $\alpha$-hydrogen.
3. The resulting carbanion is stabilised by delocalisation into the adjacent $\mathrm{C{=}O}$ — this is the ENOLATE ion.
4. STEP 2: The enolate carbon (nucleophilic) attacks the electrophilic carbon of a SECOND aldehyde/ketone molecule, forming a new C-C bond.
5. STEP 3: Protonation of the resulting alkoxide gives the aldol — a $\beta$-hydroxy carbonyl. (Further dehydration under heat gives an $\alpha,\beta$-unsaturated carbonyl — the 'condensation' product.)
6. Option B (homolytic radicals) is not the aldol mechanism. Option C is water addition, unrelated. Option D describes Cannizzaro, which competes with aldol for $\alpha$-H-FREE substrates.
_Source: NCERT Class 12 Chemistry Part 2, Ch 8, §8.4 (Aldol condensation mechanism), p. 13._
Related questions
When acetic acid ($\mathrm{CH_3COOH}$) is treated with $\mathrm{LiAlH_4}$ followed by aqueThe reaction of formaldehyde with concentrated NaOH is calledWhich carboxylic acid has the highest $K_a$ (i.e. is the most acidic)?DECARBOXYLATION refers to the loss of $\mathrm{CO_2}$ from a carboxylic acid (or its salt)Which compound will give a POSITIVE IODOFORM test (yellow $\mathrm{CHI_3}$ precipitate witThe acidity ($K_a$) order for the carboxylic acids $\mathrm{HCOOH}$ (formic), $\mathrm{CH_Which of these aldehydes will UNDERGO the Cannizzaro reaction (disproportionation under coAcetone ($\mathrm{CH_3COCH_3}$) reacts with HCN to give a product. Which is the correct pr