Nitrous acid reacts with all classes of amines. The products obtained from these reactions depend on

whether the amine is primary, secondary or tertiary and whether the amine is aliphatic or aromatic. Aliphatic

primary amines react with nitrous acid (NaNO2 + HCl) to form alcohol as major product. In addition to alcohol, alkene and alkyl halides are also formed as minor product. Certain cyclic primary amines can undergo either ring expansion or ring contraction reactions on treatment with nitrous acid. This reaction is called Demjanov ring expansion or contraction.

(i)What will be the major product when-2-amino propane is treated with nitrous acid ?