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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
RELATED QUESTIONS
Which of the following compounds would undergo aldol condensation, which the Cannizzaro reaction and which neither? Write the structures of the expected products of aldol condensation and Cannizzaro reaction.
- Methanal
- 2-Methylpentanal
- Benzaldehyde
- Benzophenone
- Cyclohexanone
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- Phenylacetaldehyde
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- 2, 2-Dimethylbutanal
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Benzaldehyde to 3-Phenylpropan-1-ol
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Explain aldol condensation reaction in detail.
Assertion: Aromatic aldehydes and formaldehyde undergo Cannizaro reaction.
Reason: Aromatic aldehydes are almost as reactive as formaldehyde.
Convert the following:
Acetaldehyde to But-2-enal
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