Question #44047

An alkyl halide $X$ (\ce{C7H7Cl}) can be converted to an amine via two pathways:

Pathway A: Heating $X$ with ethanolic \ce{NH3} in a sealed tube at 373 K yields a mixture of amines. The major secondary amine impurity formed is $Z$.

Pathway B: Phthalimide is treated with \ce{KOH} (alc.) to form a salt, which is then reacted with $X$ in DMF. The resulting intermediate is completely hydrolyzed with aqueous \ce{KOH} under heating to yield a pure primary amine $Y$ and a dicarboxylate salt.

$Y$ obtained from Pathway B is subjected to the Carbylamine test using \ce{CHCl3} and alcoholic \ce{KOH}, yielding a foul-smelling compound $W$.

Let $n_1$ be the total number of moles of \ce{KOH} consumed to convert 1 mole of phthalimide to 1 mole of $W$ via Pathway B and the subsequent Carbylamine test. Let $n_2$ be the number of $\pi$ bonds in compound $W$. Let $n_3$ be the number of $\pi$ bonds in compound $Z$.

Calculate the value of $(n_1 \times n_2) + n_3$.