Question

This is the question of organic chemistry."W" &"X"are optically active isomer of C5H9Cl."W" on treatment with one mole of H2 converted into optically active compound "Y"but "X" gives an optically active compound "Z"under the same condition.please read?

Give structure of "Y" and configuration of "X","Y" &"Z".

Answer 1

6 possible precursors and 4 possible products

Explanation:

C5H9Cl could be chlorocycloalkanes or chloroalkenes
Since they react with 1 mole of H2 it is they are chloroalkenes.
Since they are optically active and give optically active compounds upon hydrogenation, there are three possibilities:
[E and Z] (https://socratic.org/organic-chemistry-1/e-and-z-alkenes/e-and-z) 4-chloro-1-pentene H2C=CH-CH2-CHCl-CH3
E and Z 4-chloro-2-pentene H3C-CH=CH-CHCl-CH3
E and Z 2-methyl-3-chloro-1-butene H2C=C-(CH3)-CHCl-CH3

The products of hydrogenation possibles are 4:
E and Z 2-chloro-pentane H3C-CHCl-CH2-CH2-CH3
E and Z 2-chloro-3-methyl-butane H3C-CHCl-C(CH3)2