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Question

Consider the following reaction:

The correct set of reagents for these reactions

A
R1 - H2/Lindlars catalyst
R2 - Na/liq.NH3
R3 - (i) O3 (ii) H2O
R4 - H2O, H2SO4, HgSO4
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B
R1 - H2/Lindlars catalyst
R2 - Na/liq.NH3
R3 - H2O, H2SO4, HgSO4
R4 - (i) O3 (ii) H2O
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C
R1 - (i) O3 (ii) H2O
R2 - H2O, H2SO4, HgSO4
R3 - Na/liq.NH3
R4 - H2/Lindlars catalyst
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D
R1 - H2O, H2SO4, HgSO4
R2 - H2/Lindlars catalyst
R3 - (i) O3 (ii) H2O
R4 - Na/liq.NH3
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Solution

The correct option is B R1 - H2/Lindlars catalyst
R2 - Na/liq.NH3
R3 - H2O, H2SO4, HgSO4
R4 - (i) O3 (ii) H2O
R1 - Lindlar's catalyst gives cis product
R2 - Na/liq.NH3 gives trans product
R3 - undergoes oxymercuration-demercuration to give ketone
R4 - Ozonolysis followed by hydrolysis give acid.

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