Reaction of primary amines with aldehydes yields

What are $X$ and $Y$ in the following reaction?

In the given set of reactions,the $IUPAC$ name of product '$Y$' is:
$2-\text{Bromopropane}$ $\xrightarrow[\text{alc. / heat}]{AgCN} X$ $\xrightarrow{LiAlH_4} Y$

Which of the following compounds does $NOT$ react with bromine in an alkaline medium?

Arrange the following compounds in decreasing order of basic strength:
$(i)$ Aniline
(ii) $p$-Nitroaniline
(iii) $p$-Cyanoaniline
(iv) $p$-Toluidine

Assertion : Nitration of aniline can be conveniently done by protecting the amino group by acetylation.
Reason : Acetylation increases the electron density in the benzene ring.