underset("X (optically active)")(C_(5)H_(13)N)underset(-N_(2))overset(Aq.NaNO_(2)//HCl)to underset("tertiary alcohol+some other products")(Y) (i) Identify (X) and (Y) (ii) Is (Y) optically active? (iii) Give structures of intermediate(s), if any, in the formation of (Y) from (X)?

underset("X (optically active)")(C_(5)H_(13)N)underset(-N_(2))overset(

1.	underset("X (optically active)")(C_(5)H_(13)N)underset(-N_(2))overset(Aq.NaNO_(2)//HCl)to underset("tertiary alcohol+some other products")(Y) (i) Identify (X) and (Y) (ii) Is (Y) optically active? (iii) Give structures of intermediate(s), if any, in the formation of (Y) from (X)?
Answer» Solution :Step 1. To determine the structure of compound (X) (i) Since compound (x) on treatment with `NaNO_(2)//HCl` evolves `N_(2)` gas, therefore, (X) MUST be a primary amine. Further since compound (X) is optically active, therefore, it must e contain a chiral carbon. Now `NH_(2)` group cannot be directly attached to the chiral carbon since such amines readily undergo racemization due to NITROGEN INVERSION. therefore, the structure of the compound X is `underset("2-Methylbutanamine (X) (optically active)")(CH_(3)CH_(2)-overset(CH_(3))overset(\|)(.^(**)C)H-CH_(2)NH_(2))` Step 2. To determine the structure of tertiary alcohol (X) The formation of compound (Y) from compound (X) may be explained as follows: Thus, the compound (Y) is 2-methylbutan-2-ol. it is optically inactive.