1.

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 tertiary bromide. Write the structure of alkane and the tertiary bromide.

Answer»

Solution :`2C_(4)H_(9)X + 2Na RARR C_(8)H_(18) + 2NaI`
`C_(8)H_(16) + Br_(2) rarr` Single isomer of tertiary bromde..
`C_(4)H_(9)X` can be n-butylhalide `= CH_(3)-(CH_(2))_(2)-CH_(2)X` (it is PRIMARY halide) and `CH_(3)-CH(CH_(3))-CH_(2)X`
`2CH_(3)-CH(CH_(3))-CH_(2)X + 2Na rarr 2NaX+ CH_(3) - CH(CH_(3))-CH_(2)-CH_(2)-CH(CH_(3))-CH_(3)`.
This compound gives only one isomer of tertiary BROMIDE.
Therefore, the name of `C_(8)H_(16)` is 2,5-dimethylhexane.
`underset("2-Bromo2,5-dimethylhexane")(CH_(3)-CH(CH_(3))-CH_(2)-CH_(2))-CH(CH_(3)-CH_(3)+Br_(2) rarr HBr +CH_(3) - CBr(CH_(3)-CH_(2)-CH_(2)-CH(CH_(3))-CH_(3)`


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