Q.

If the above compound is treated with Birch reagent and Lindlar’s reagent separately then, which statement is correct about the above reaction?

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a

Both products are optically active

b

Both products are optically inactive

c

Product from Birch reduction is optically inactive but product from Lindlar catalyst is optically active.

d

Product from Birch reduction is optically active but product from Lindlar is optically Inactive.

answer is C.

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Detailed Solution

Both reagents convert (C≡C)  to (C=C). Lindlar-catalyst adds by syn-addition and give active product, while birch reduction adds by anti-addition, the existing bond is also trans, hence the final product from birch is trans-trans, optically inactive product obtained.
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