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JEE Mains · Chemistry · STD 12 - 7. Alcohol, phenol and ethers

\(2-\) chloro \(-2-\) methylpentane on reaction with sodium methoxide in methanol yields : \((1)\,\,\begin{array}{*{20}{c}}
  {\,\,\,\,\,\,C{H_3}} \\ 
  | \\ 
  {{C_2}{H_5}C{H_2}C - OC{H_3}} \\ 
  | \\ 
  {\,\,\,\,\,\,\,\,C{H_3}} 
\end{array}\) \((2)\,\,\begin{array}{*{20}{c}}
  {{C_2}{H_5}C{H_2}C = C{H_2}} \\ 
  {\,\,\,\,|} \\ 
  {\,\,\,\,\,\,\,\,\,\,C{H_3}} 
\end{array}\) \((3)\,\,\begin{array}{*{20}{c}}
  {{C_2}{H_5}CH = C - C{H_3}} \\ 
  {\,\,\,\,\,\,\,\,\,\,\,|} \\ 
  {\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{H_3}} 
\end{array}\)

  1. A \((3)\) only
  2. B \((1)\) and \((2)\)
  3. C All of these
  4. D \((1)\) and \((3)\)
Verified Solution

Answer & Solution

Correct Answer

(A) \((3)\) only

Step-by-step Solution

Detailed explanation

When ter - alky thalides are used in Willamson synination occurs rather than substitution resuting into formation af alkene. Here alkoxide jon abstract one of the \(\beta\) hydrogen atom along with acting as a nucleophile.
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