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Question

α,β-unsaturated aldehyde is formed in the sequence?

A
HCHO KOH(aq)−−−−−−
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B
CH3CHO dil.KOH−−−−−− A Δ B
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C
CCl3CHO KOH(aq)−−−−−−
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D
CH3C(=O)OC2H5 KOH(aq)−−−−−−
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Solution

The correct option is A HCHO KOH(aq)−−−−−−
α,β unsaturated aldehyde is formed in the sequence of HCHOKOH(aq).
In dehydration of alcohol, after removing a water molecule it produce α,β unsaturated aldehyde. Formaldehyde does not have any αH atom, so it is difficult to (HCHO) undergo aldol condensation. Remember that for this reaction to occur, there has to be an aldehyde that has an alpha proton that can be removed with base. As such you can get two basic combinations
CH3CHO+CH3CHOCH3CH(OH)CH2CHO
CH3CHO+HCHOHOCH2CH2CHO
These products are not particularly stable under the reaction conditions and tend to eliminates water so that the α,β unsaturated product are obtained.
CH3CH(OH)CH2CHO(Basecata)CH3CH=CHCHO
HOCH2CH2CHO(Basecata)CH2=CHCHO

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