Question of 87
Q.What happens when -
(a) Acetaldehyde is treated with hydrazine?
(b) Ethyl iodide reacts with alcoholic KOH solution?
Jharkhand JacJAC Intermediate Board 2020Subjective· 2mImportance★★★★★
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Start your 14-day free trial to unlock the full solution →(a) A carbonyl compound condenses with hydrazine (a nitrogen nucleophile) to give a hydrazone. (b) Alcoholic (not aqueous) KOH acts as a base rather than a nucleophile, favouring elimination of HI over substitution.
(a) Acetaldehyde treated with hydrazine:
CH3CHO + H2N-NH2 --> CH3CH=N-NH2 + H2O
The -NH2 nitrogen of hydrazine (a good nucleophile) attacks the electrophilic carbonyl carbon of acetaldehyde, forming a tetrahedral intermediate that then loses water to give the C=N double bond of the hydrazone, acetaldehyde hydrazone.
(b) Ethyl iodide with alcoholic KOH:
CH3CH2I + KOH (alc.) --> CH2=CH2 + KI + H2O
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