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Question

CH3CCHHgSO4dil.H2SO4(A)
CH3CCH(1)BH3THF(2)H2O2/HO(B).
Product (A) and (B) is differentiated by.

A
24-DNP
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B
NaOI
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C
Na-metal
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D
NaHSO3
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Solution

The correct option is D NaOI
OH O
CH3CCHHg2+/H+−−−−−H2OCH3|C=CH2CH3||CCH3
A ketone (positive iodoform test with NaOI)
CH3CCH(1)BH3THF−−−−−−−(2)H2O/OHCH3CH=CH2OHCH3CH2CHO
Aldehyde (negative iodoform because ketone group is absent)

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