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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

Complete the following reaction giving major products.


Name the reagent used to bring about the following conversion.

Bromoethane to ethoxyethane


Arrange the following in the increasing order of boiling points.

  1. 1-Bromopropane
  2. 2- Bromopropane
  3. 1- Bromobutane
  4. 1-Bromo-2-methylpropane

Convert the following:

Benzyl alcohol to benzyl cyanide


Convert the following:

2-Chloropropane to propan-1-ol


Convert the following:

tert-Butyl bromide to isobutyl bromide


Observe the following and answer the question given below.

Name the type of halogen derivative.


Propane nitrile can be prepared by heating ____________


Explain the factors affecting SN1 and SN2 mechanism.


Which of the following is a primary halide?


The least reactive towards nucleophilic addition reactions is ____________.


Dehydrohalogenation of an alkyl halide is ____________.


Nitroalkanes are obtained in laboratory from primary or secondary alkyl halides by the action of ______.


How many metameric ethers are represented by the molecular formula C4H10O?


Which of the following is FALSE regarding SN2 reaction mechanism?


Identify major product 'B' in the following reaction.

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


What is the major product obtained in the sulphonation of chlorobenzene with concentrated sulphuric acid?


Which of the following statements is incorrect regarding the dehydrohalogenation of alkenes?


Explain the dehydrohalogenation reaction of 2-chlorobutane.


Observe the following and answer the questions given below:

Name the type of halogen derivative.


Complete the following reaction giving major product.

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


What is the action of following on ethyl bromide?

alcoholic sodium hydroxide


Complete the reaction:

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


Complete the following reaction giving major product.

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


Complete the following reaction giving major product.

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


Give a reason for the following:

Ethoxy ethane with conc. HI at 373 K gives C2H5OH and CH3I but not CH3OH and C2H5I.


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 of the following reagent is used for conversion of alkyl halide into nitrile?


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