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Question

Which one of the following reactions will produce hydrocarbon as the final product?

A
CH3CH2COCH3(i) NH2NH2−−−−−−−−−−−(ii) KOH, glycol, Δ
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B
CH3COCH3ZnHg/HCl−−−−−−−300oC
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C
CH3CH2COHNaOH−−−Δ
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D
CH3COH(i) H2/Ni−−−−−−−(ii) Red P/HI
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Solution

The correct options are
A CH3CH2COCH3(i) NH2NH2−−−−−−−−−−−(ii) KOH, glycol, Δ
C CH3COCH3ZnHg/HCl−−−−−−−300oC
D CH3COH(i) H2/Ni−−−−−−−(ii) Red P/HI
The reaction C will not produce hydrocarbon as the final product.
(A) The reaction is as follows:
CH3CH2COCH3 (i) Hydrazine−−−−−−−−−−−−(ii) KOH, glycol, heatCH3CH2CH2CH3

This is an example of Wolf Kishner reduction in which carbonyl group is reduced to methylene group.

(B)The reaction is as follows:
CH3COCH3ZnHg/HCl−−−−−−−3000CCH3CH2CH3

This is an example of Clemmensen reduction in which the carbonyl group is reduced to methylene group.

(C)The reaction is as follows:
2CH3CH2CH=ONaOH−−−ΔCH3CH2C=C(CH3)CH=O
This is an example of aldol condensation reaction. It is given by carbonyl compounds having alpha hydrogen. The end product of the reaction is α,β unsaturated carbonyl compound.

(D)The reaction is as follows:
CH3CH=O(i)H2/Ni−−−−−−−(ii)RedP/HICH3CH3
In this reaction, acetaldehyde is reduced to ethane.

Option A, B and D are correct.

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