Write the reactions involved in the following:
(a) Aldol condensation
(b) Cannizzaro’s reaction
(c) Rosenmund reaction
(a) Aldehydes containing α-hydrogen undergo self- addition in presence of dilute alkali to give β-hydroxy aldehyde (this is generally called as aldol).
Step 1: Abstraction of α-hydrogen from aldehyde by base to give carbanion.
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Step 2: The carbanion formed acts as nucleophile and attacks the carbonyl carbon.
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Step 3: The electron density(negative charge) on oxygen pulls a proton from water(solvent) to give β-hydroxy aldehyde.
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(b) Aldehydes which do not have α-hydrogen(formaldehyde, benzaldehyde etc.) undergo disproportionation reaction(self -oxidation and reduction) in presence of concentrated alkali to give alcohol and salt of corresponding carboxylic acid.
Step 1: Hydroxide ion attacks the carbonyl carbon to form anion
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Step 2: This anion formed shifts a hydride ion(H-) to carbonyl carbon of another molecule to form alcohol and acid salt.
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(c) Catalytical reduction(hydrogen in presence of palladium and barium sulphate) of acid chlorides to aldehydes is known as rosenmund reduction.
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