Question

Primary alkyl halide C₄H₉Br (a)reacted with alcoholic KOH to give compound(b).Compound(b)is reacted with HBr to give(c)which is an isomer of(a). When (a) is reacted with sodium metal it gives compound(d), C₈H₁₈ which is different from the compound formed when n-butyl bromide is reacted with sodium. Give the structural formula of(a)and write the equations for all the reactions.

Answer 1

There are two primary alkyl halides having the formula,C₄H₉Br. They are n −bulyl bromide and isobutyl bromide. Therefore, compound(a)is either n−butyl bromide or isobutyl bromide.

Now, compound(a)reacts with Na metal to give compound(b)of molecular formula, C₈H₁₈, which is different from the compound formed when n−butyl bromide reacts with Na metal. Hence, compound(a)must be isobutyl bromide.

 

Thus, compound(d)is 2,5−dimethylhexane. It is given that compound(a)reacts with alcoholic KOH to give compound(b). Hence, compound (b)is 2−methylpropene.

Thus, compound(d)is 2,5−dimethylhexane. It is given that compound(a)reacts with alcoholic KOH to give compound(b). Hence, compound(b)is 2−methylpropene.