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Give reasons: Haloarenes are less reactive than haloalkanes. - Chemistry

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प्रश्न

Give reasons:

Haloarenes are less reactive than haloalkanes.

टीपा लिहा
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उत्तर

  1. The low reactivity of aryl halides is due to resonance effect and sp2 hybrid state of carbon to which halogen atom is attached.
  2. In aryl halides, one of the lone pairs of electrons on halogen atom is in conjugation with π-electrons of the ring. Due to resonance, the C–X bond acquires partial double bond character. Thus, the C–X bond in haloarenes is stronger and shorter than haloalkanes. Hence, it is difficult to break C–X bond in haloarenes. (e.g. C–Cl bond length in chlorobenzene is 169 pm as compared to C–Cl bond length in alkyl chloride which is 178 pm). 

Therefore, haloarenes are less reactive than haloalkanes.

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Chemical Properties of Halogen Derivatives
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पाठ 10: Halogen Derivatives - Exercises [पृष्ठ २३३]

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बालभारती Chemistry [English] Standard 12 Maharashtra State Board
पाठ 10 Halogen Derivatives
Exercises | Q 3. i. | पृष्ठ २३३

संबंधित प्रश्‍न

from the following pair would undergo SN2 faster from the other?

  1.    

from the following pair would undergo SN2 faster from the other?

a. CH3CH2CH2I      b. CH3CH2CH2Cl


Name the reagent used to bring about the following conversion.

Chlorobenzene to biphenyl


Distinguish between SN1 and SN2 mechanism of substitution reaction.


Convert the following:

Benzyl alcohol to benzyl cyanide


Convert the following:

Ethanol to propane nitrile


Convert the following:

tert-Butyl bromide to isobutyl bromide


HCl is added to a hydrocarbon ‘A’ \[\ce{(C4H8)}\] to give a compound ‘B’ which on hydrolysis with aqueous alkali forms tertiary alcohol ‘C’ \[\ce{(C4H10O)}\]. Identify ‘A’ ,‘B’ and ‘C’.


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

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


The following will react faster by SN1 mechanism


Major product of the following reaction is _______________

\[\ce{CH3-CH2-Mg-Br + NH3 ->?}\]


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


Explain the factors affecting SN1 and SN2 mechanism.


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?


The following mechanism has been proposed for the reaction of NO2 with F2 to form NO2F:

\[\ce{NO2_{(g)} + F2_{(g)} -> NO2F_{(g)} + F_{(g)} (slow)}\]

\[\ce{F_{(g)} + NO2_{(g)} -> NO2F_{(g)} (fast)}\]

The order of the reaction with respect to NO2(g)


The SN2 reaction of a compound containing an asymmetric carbon atom always gives ____________.


The order of reactivities of the following alkyl halides for an SN2 reaction is ______.


Which among the following statements is not correct about SN2 reaction mechanism?


Explain the dehydrohalogenation reaction of 2-chlorobutane.


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.

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


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 pair of compounds on heating gives butanenitrile?


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


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