Question

An alkane $C_{8}H_{18}$ is obtained as the only product on subjecting a primary alkyl halide to Wurtz reaction. On monobromination this alkane yields a single isomer of a tertiary bromide. Write the structure of alkane and the tertiary bromide.

Answer 1

The alkane ${ C }_{ 8 }{ H }_{ 18 }$ should contain tertiary hydrogen so that the alkane ${ C }_{ 8 }{ H }_{ 18 }$ yields a single isomer of tertiary bromide on monobromination. This can be possible only if we take the primary alkyl halide has a tertiary hydrogen in the beginning of the Wurtz reaction.