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Question: Answered & Verified by Expert
$\mathrm{CH}_{3} \mathrm{CH}_{2}$ Br undergoes Wurtz reaction. We may expect some of the following product
$\mathrm{A}: \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}$
$\mathrm{B}: \mathrm{CH}_{2}=\mathrm{CH}_{2}$
$\mathrm{C}: \mathrm{CH}_{3}-\mathrm{CH}_{3}$
Select correct product.
ChemistryHaloalkanes and HaloarenesVITEEEVITEEE 2011
Options:
  • A Only A
  • B A and B
  • C $\mathrm{A}, \mathrm{B}$ and $\mathrm{C}$
  • D A and C
Solution:
2521 Upvotes Verified Answer
The correct answer is: $\mathrm{A}, \mathrm{B}$ and $\mathrm{C}$
$\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{Br}+\mathrm{Na}^{*} \longrightarrow \mathrm{CH}_{3} \mathrm{CH}_{2}^{*}+\mathrm{NaBr}$
Intermediate free radical $\mathrm{CH}_{3} \mathrm{CH}_{2}^{*}$ combines to form $\mathrm{CH}_{3} \mathrm{CH}_{2}-\mathrm{CH}_{2} \mathrm{CH}_{3}$ (as a main product) and also $\mathrm{CH}_{2}==\mathrm{CH}_{2}$ and $\mathrm{CH}_{3} \mathrm{CH}_{3}$ by disproportion
$$
\mathrm{CH}_{3} \mathrm{CH}_{2}^{*}+\mathrm{CH}_{3} \mathrm{CH}_{2}^{*} \rightarrow \mathrm{CH}_{3} \mathrm{CH}_{2}-\mathrm{CH}_{2} \mathrm{CH}_{3}
$$
n-butane
$$
\mathrm{CH}_{3} \mathrm{CH}_{2}^{*}+\mathrm{CH}_{3} \mathrm{CH}_{2}^{*} \longrightarrow \mathrm{CH}_{2}=\mathrm{CH}_{2}+\mathrm{CH}_{3}-\mathrm{CH}_{3}
$$
(disproportion reaction)

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