H3C−COClH2/Pd−BaSO4−−−−−−−−−→AZn−Hg/HCl−−−−−−−−→B What are A and B?
A
H3C−CH2Cl,H3C−CH3
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B
H3C−CHO,H3C−CH3
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C
H3C−CO2H,H3C−CH3
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D
H3C−CH2OH,H3C−CH3
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Solution
The correct option is AH3C−CHO,H3C−CH3 H3C−COClH2/Pd−BaSO4−−−−−−−−−→CH3−CHOZn−Hg/HCl−−−−−−−−→CH3−CH3 1. Rossenmund reduction : in first step The
catalytic hydrogenation of acid chlorides allows the formation of
aldehydes
2. Clemmensen reduction : in 2nd step accomplishes the same
using amalgamated zinc, Zn(Hg), and concentrated HCl. Used when starting
materials are sensitive to base.
>C=OZn(Hg)−−−−−−→HCl,Heat>CH2