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Q.

Consider the following reaction sequence

But - 2-eneozonolysisX(ii)H30+(i)CH3MgBrY573KCuZ

The correct statements about Z are

I. It gives yellow precipitate with I2 and NaOH solution
II. It undergoes disproportionation reaction in the presence of concentrated NaOH solution 
III. It undergoes wolff-Kishner reduction
IV. It forms red precipitate with Fehling's reagent

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a

II & III only

b

I & III only

c

I & II only

d

I & IV only

answer is D.

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Detailed Solution

CH3CH=CHCH3(ii)ZnH2O(i)O32CH3CHOX CH3CHO(ii)H3O+(i)CH3MgBrCH32CH(OH)Y (secondary alcohol) CH32CH(OH)Y (secondary alcohol)573KCuCH32C=OZ (ketone)

  • It gives yellow precipitate with I2 and NaOH solution because the methyl group is directly bonded with the carbonyl carbon atom.
  • It undergoes wolff-Kishner reduction and reduce to corresponding hydrocarbon.
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