Identify (X), (Y) and (Z) reagents in the given sequence of reaction. CH≡CHX−→CH3CHOY→CH3CH(OH)CH3Z→CH3COCH3
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 DX=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 333K. 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. CH≡CHH2SO4−−−−→Hg2+CH3CHOCH3MgBr/H2O−−−−−−−−−−→CH3CH(OH)CH3K2Cr2O7/H+−−−−−−−−→CH3COCH3