1.

Draw the structures of the optically active unsaturated compound having molecular formula C_(5)H_(9)Br, that after addition of H_(2) becomes either optically inactive or shows optical activity.

Answer»

Solution :The two possible COMPOUNDS are :
`CH_(3)CH_(2) underset(I) underset(Br) underset(|)overset(**)CH - CH = CH_(2) "" BrCH_(2) - underset(II)underset(CH_(3))underset(|)overset(**)CH - CH = CH_(2)`
Carbons BEARING `**` mark are chiral carbons .
Compound I on addition of `H_(2)` GIVES
`underset("Optically inactive (no chiral carbon)") (CH_(3)cH_(2)underset(Br)underset(|)CHCH_(2)CH_(3))`
Compound II on addition of `H_(2)` gives
`underset("Optically active (contains chiral carbon)") (BrCH_(2) - underset(CH_(3))underset(|)overset(**)CH - CH_(2)CH_(3))`


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