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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.

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The wurtz reaction of an alkyl halide gives an alkane with double the number of carbon atoms present in the alkyl halide.

If wurtz reaction of a primary alkyl halide gives an alkane C8H18. Then, alkyl halide must contain four carbon atoms. The two possible primary alkyl halides having four carbon atoms are I & II. Since, alkane C8H18 on monobromination yields a single isomer of tertiary alkyl halide, the alkane must contain tertiary hydrogen. This is possible only in this primary alkyl halide II, as it have tertiary hydrogen.

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