The alkane formed by hydrogenation of a pure enantiomers of 4-methyl-1-hexyne is optically active, but the one formed by hydrogenation of a
pure enantiomers of 3-methyl-1-pentyne is not.Explain Would you expect the products of hydrogenation of these two compounds in the presence of Lindlar palladium to be optically active?

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Solution

The alkane formed by hydrogenation of a pure enantiomers of 4-methyl-1-hexyne is optically active, but the one formed by hydrogenation of a pure enantiomers of 3-methyl-1-pentyne is not.
However the products of hydrogenation of these two compounds in the presence of Lindlar palladium will be optically active.

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