In the presence of peroxide, styrene reacts with HBr to give X . When X reacted with magnesium in dry ether…

In the presence of peroxide, styrene reacts with HBr to give X. When X reacted with magnesium in dry ether followed by CO2 and hydrolysis gave Y. Treatment of Y with PCl5 and then next with H2,Pd-BaSO4 gave Z. What is Z?

Solution

First step of the reaction involves free radical addition of HBr to styrene in presence of peroxide to form 1-bromo-2-phenyl ethane(X)

1-bromo-2-phenyl ethane on reaction with Mg in presence of dry ether forms a grignard reagent,Which reacts with COby nucleophilic addition mechansim followed by hydrolysis to form 3-phenyl propanoic acid(Y).

3-phenyl propanoic acid(Y) reacts with PCl5 to form 3-phenyl propanoyl chloride.

3-phenyl propanoyl chloride undergoes rosenmund reduction in presence of Pd-BaSO4 to form 3-phenyl propan-1-al.

Hence Z is 3-phenyl propan-1-al

 

 

Asked in: AP EAMCET 2022 (04 Jul Shift 1)

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