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Curtius and Hofmann Rearrangements

Hydrogenation...

Question

Hydrogenation of the given compound in the presence of poisoned palladium catalyst gives:

A

Optically active compound

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B

An optically inactive compound

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C

A racemic mixture

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D

A diastereomeric mixture

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Solution

The correct option is B An optically inactive compound
Addition of a triple bond occurs by syn-addition of hydrogen.The configuration of double bond already present is cis .The compound formed will have a plane symmetry and thus it will be optically inactive.

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Curtius and Hofmann Rearrangements

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