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Explain primary benzylic halide shows higher reactivity by SN1 mechanism than other primary alkyl halide.

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प्रश्न

Explain primary benzylic halide shows higher reactivity by SN1 mechanism than other primary alkyl halide.

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उत्तर

  1. SN1 reaction involves the formation of a carbocation intermediate. The benzylic carbocation intermediate formed are resonance stabilized, and hence SN1 mechanism is favoured.
  2. Resonance stabilization of benzylic carbocation can be represented as:
  3. Reactivity order of alkyl halides towards SN1 mechanism is 3° > 2° > 1° > CH3X. That is, SN1 mechanism is least favoured in primary alkyl halides.
  4. Benzylic carbocation formed is more stable than the primary carbocation; therefore, primary benzylic halide shows higher reactivity by SN1 mechanism than other primary alkyl halide.
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अध्याय 10: Halogen Derivatives - Short Answer Questions (Type-Ⅰ)

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\ce{OH\phantom{.......................}}\end{array}\]


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\[\begin{array}{cc}\ce{CH3\phantom{................}}\\
|\phantom{...................}\\
\ce{CH3 - C - CH2 - Cl ->[Na/dry ether] A}\\
|\phantom{...................}\\
\ce{CH3\phantom{................}}
\end{array}\]


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\[\begin{array}{cc}
\ce{CH3}\phantom{.......}\\
|\phantom{.........}\\
\ce{CH3 - c - CH2 - Cl ->[Na/dry ether]}\\
|\phantom{.........}\\
\ce{CH3}\phantom{.......}
\end{array}\]


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\[\begin{array}{cc}
\ce{CH3}\phantom{...............}\\
|\phantom{..................}\\
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|\phantom{..................}\\
\ce{CH3}\phantom{...............}\\
\end{array}\]


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\[\begin{array}{cc}
\ce{CH3}\phantom{................}\\
|\phantom{..................}\\
\ce{CH3 - C - CH2 - Cl ->[Na/dry ether]A}\\
|\phantom{..................}\\
\ce{CH3}\phantom{................}
\end{array}\]


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\[\begin{array}{cc}
\ce{CH3}\phantom{................}\\
|\phantom{...................}\\
\ce{CH3 - C - CH2 - Cl->[Na/ dry ether]A}\\
|\phantom{...................}\\
\ce{CH3}\phantom{................}\\
\end{array}\]


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\[\begin{array}{cc}
\ce{CH3}\phantom{.................}\\
|\phantom{...................}\\
\ce{CH3 - C - CH2 - Cl ->[Na/dry ether] A}\\
|\phantom{...................}\\
\ce{CH3}\phantom{.................}\\
\end{array}\]


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\[\begin{array}{cc}
\ce{CH3}\phantom{................}\\
|\phantom{...................}\\
\ce{CH3 - C - CH2 - Cl ->[Na/dry ether] A}\\
|\phantom{...................}\\
\ce{CH3}\phantom{................}\\
\end{array}\]


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