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Question

Consider the following reaction sequence,
CH3CCHaq.H2SO4HgSO4APCl5HeatB
The products (A) and (B) are, respectively :

A
CH3COCH3 and CH3CCl2CH3
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B
CH3CH2CHO and CH3CH2CHCl2
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C
CH3CHOHCH3 and CH3CHClCH3
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D
CH3CH2CH2OH and CH3CH2CH2Cl
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Solution

The correct option is A CH3COCH3 and CH3CCl2CH3
The first reaction is Kucherov reaction, which involves the hydration of propene with 1 % mercuric sulphate and dil. sulphuric acid to form 2-propenol which then tautomerizes to propanone which is the compound A.
CH3CCHaqH2SO4−−−−HgSO4CH3COH=CH2tautomerization−−−−−−−−−CH3COCH3(A)
In the second reaction, the O atom of the CO group is replaced with 2 Cl atoms to form compound B.
CH3COCH3+PCl5heatCH3CCl2CH3(B)+POCl3

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