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Question

Identify (X), (Y) and (Z) reagents in the given sequence of reaction. CHCHXCH3CHOYCH3CH(OH)CH3ZCH3COCH3

A
X=H2SO4, Y=H3O+, Z=PCl5,heat
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B
X=HNO3, Y=Na2CO3, Z=H2SO4
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C
X=H2SO4/Hg2+, Y=PCl5/H2O, Z=K2Cr2O7/OH
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D
X=H2SO4/Hg2+, Y=CH3MgBr/H2O, Z=K2Cr2O7/H+
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Solution

The correct option is D X=H2SO4/Hg2+, Y=CH3MgBr/H2O, Z=K2Cr2O7/H+
Alkynes react with water in the presence of dilute sulphuric acid and mercuric sulphate at a temperature of 333 K. This results in the formation of carbonyl compounds through a keto-enol tautomerization of the more substituted enol. ( except for acetylene which yields acetaldehyde ).

Grignard reagent is a strong nucleophile. It undergoes nucleophilic addition reaction when it reacts with aldehyde, ester and ketone.
Grignard reagent react with formaldehyde to form 1 alcohol.
Grignard reagent react with aldehyde except formaldehyde to form 2 alcohol.
K2Cr2O7/H+ oxidizes 2o alcohol into ketone.
CHCHH2SO4−−−Hg2+CH3CHOCH3MgBr/H2O−−−−−−−−−CH3CH(OH)CH3K2Cr2O7/H+−−−−−−−CH3COCH3

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