Q40 / 200 · WBJEE 2013 · Chemistry

The best method for the preparation of 2, 2-dimethylbutane is via the reaction of

  • A
    $\mathrm{Me}_{3} \mathrm{CBr}$ and $\mathrm{MeCH}_{2}$ Br in Na/ether
  • Correct answer
    B
    $\left(\mathrm{Me}_{3} \mathrm{C}\right)_{2} \mathrm{CuLi}$ and $\mathrm{MeCH}_{2} \mathrm{Br}$
  • C
    $\left(\mathrm{MeCH}_{2}\right)_{2} \mathrm{CuLi}$ and $\mathrm{Me}_{3} \mathrm{CBr}$
  • D
    $\mathrm{Me}_{3} \mathrm{CMgl}$ and $\mathrm{MeCH}_{2}l$

Solution

2,2 - dimethyl butane is prepared from Corey House alkane synthesis. $\left(\mathrm{Me}_{3} \mathrm{C}\right)_{2} \mathrm{Cul}_{2} \mathrm{Li}+\mathrm{MeCH}_{2} \mathrm{Br} \stackrel{\mathrm{S}_{\mathrm{N}}{2}}{\longrightarrow}$ $$ \mathrm{Me}_{3} \mathrm{C}-\mathrm{CH}_{2} \mathrm{CH}_{3}+\mathrm{Me}_{3} \mathrm{C}CuLi $$

Hence, the correct answer is option: 'B'.

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