1.

Primary alkyl halide C_(4)H_(9)Br (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), C_(8)H_(18) 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»

SOLUTION :The possible structure of (A) are :
`UNDERSET((i))(CH_(3)-underset(CH_(3))underset("|")("C "H-CH_(2)-Br` and `underset((ii))(CH_(3)CH_(2)CH_(2)Br)`
When (A) is reacted with Na, the wurtz reaction takes place.
However it is given that (A) on reaction with Na metal, gives alkane `C_(8)H_(18)` which is not the same as the one obtained from the wurtz reaction of n-butyl bromide. Thus, (A) is not (ii)


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