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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)

संबंधित प्रश्न

Distinguish between SN1 and SN2 mechanism of substitution reaction.


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2-Chloropropane to propan-1-ol


Convert the following:

tert-Butyl bromide to isobutyl bromide


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Name the type of halogen derivative.


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\[\ce{But-1-ene ->[HBr][Peroxide] A ->[AgCN][\Delta] B}\]


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


Observe the following and answer the questions given below:

Name the type of halogen derivative.


Observe the following and answer the question given below:

Comment on the bond length of C-X bond in it.


Complete the following reactions giving major product.

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


Complete the following reaction giving major product.

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


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alcoholic sodium hydroxide


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\[\ce{CH3CH2Cl ->[AgCN][alc.\Delta]}\] ?


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Complete the following reaction giving major product.

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


Which among the following is NOT benzylic halide?


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