In the following sequence of reactions,what is $D$?
$Toluene$ $\xrightarrow{[O]} A$ $\xrightarrow{SOCl_2} B$ $\xrightarrow{NaN_3} C$ $\xrightarrow{Heat} D$

Isomeric amines with molecular formula $C_8H_{11}N$ give the following tests:
Isomer $(P) \Rightarrow$ Can be prepared by Gabriel phthalimide synthesis.
Isomer $(Q) \Rightarrow$ Reacts with Hinsberg's reagent to give a solid insoluble in $NaOH$.
Isomer $(R) \Rightarrow$ Reacts with $HONO$ followed by $\beta$-naphthol in $NaOH$ to give a red dye.
Isomers $(P), (Q)$ and $(R)$ respectively are:

The correct order of basicity for the following molecules is $:$

Match List $I$ with List $II$:

List $I$ (Amines)	List $II$ $(pK_{b})$
$A$. Aniline	$I$. $3.25$
$B$. Ethanamine	$II$. $3.00$
$C$. $N$-Ethylethanamine	$III$. $9.38$
$D$. $N,N$-Diethylethanamine	$IV$. $3.29$

Choose the correct answer from the options given below:

The major product formed in the reaction given below will be

Among the isomeric amines,select the one with the lowest boiling point.