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Question
A compound 'A' of molecular formula C2H3OCl undergoes a series of reactions as shown below. Write the structures of A, B, C and D in the following reactions :
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Solution
Using the given molecular formula, compound A is Ethanoyl Chloride CH3COCl, which undergoes reaction with poisoned palladium.
On carrying hydrogenation of A in the presence of poisoned palladium, we get an aldehyde. Hence, B can be Ethanal, CH3CHO.
An aldehyde, on treating with dilute alkali, undergoes aldol condensation reaction. Hence, C can be CH3CH(OH)CH2CHO.
On heating an aldol product, it loses water to produce a double bond and we get CH3CH=CHCHO.
Hence, we have
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\[\ce{CH3-CH2-CHO ->[dil][alkali] Product}\]
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\phantom{...............}|\\
\phantom{.................}\ce{OH}
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