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

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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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Chemical Properties of Halogen Derivatives
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अध्याय 10: Halogen Derivatives - Short Answer Questions (Type-Ⅰ)

संबंधित प्रश्न

Complete the following reaction giving major products.

\[\ce{CH3 - CH = CH2 ->[HBr][peroxide] A ->[alc. KOH] B}\]


Complete the following reaction giving major products.

\[\begin{array}{cc}\ce{CH3 - CH = CH3 ->[Red P/Br2] A ->[Ag2O/H2O]B}\\|\phantom{.........................}\\
\ce{OH\phantom{.......................}}\end{array}\]


Name the reagent used to bring about the following conversion.

1-Chloropropane to 1-nitropropane


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:

Propene to propan-1-ol


Convert the following:

tert-Butyl bromide to isobutyl bromide


Complete the following reaction sequence by writing the structural formulae of the organic compound 'A', 'B' and 'C'.

\[\ce{2-Bromobutane->[Alc.KOH]A->[][Br2]B->[][NaNH2]C}\]


Observe the following and answer the question given below.

Can it react by SN1 mechanism? Justify your answer.


Explain the factors affecting SN1 and SN2 mechanism.


Explain aqueous alkaline hydrolysis of tert. butyl bromide.


What is dehydrohalogenation? State the rule for the formation of the preferred product of dehydrohalogenation.


Ethyl bromide undergoes the following reaction:

\[\ce{\underset{Ethyl bromide}{C2H5Br} + \underset{(aq.)}{KOH} ->[\Delta] \underset{Ethyl alcohol}{C2H5OH} + KBr}\]

Which of the following is a WRONG statement?


\[\ce{C6H5CH2Cl + KCN(alc) -> X + Y}\]

Compounds X and Y are ____________.


Which of the following carbocation is the most stable?


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


Convert the following.

p-Nitrochlorobenzene to p-nitrophenol


The major product formed when 2-bromobutane is treated with alcoholic KOH is ______.


Observe the following and answer the questions given below:

Name the type of halogen derivative.


Complete the following reaction sequences by writing the structural formulae of the organic compounds 'A', 'B' and 'C'.

\[\ce{2-Bromobutan ->[alc. KOH] A ->[][Br2] B ->[][NANH2] C}\]


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.

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


Complete the reaction:

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


Complete the following reaction giving major product.

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


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.

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


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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