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Question

Resonance is not exhibited by................…?


A

Phenol

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B

Aniline

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C

Nitrobenzene

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D

Cyclohexane

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Solution

The correct option is D

Cyclohexane


Explanation for the correct option:

Option(D):Cyclohexane

  • Resonance is generally known to be observed in the compounds having alternate single and multiple bonds i.e conjugated compounds.
  • The actual structure of any given compound is known to be the resonance hybrid of various possible alternate structures which are known as resonating structures or canonical structures.
  • Hence, to show resonance effect the compounds must contain the delocalization of pi electrons or unshared electrons without shifting any atom.
  • From the structures of Cyclohexane, we can conclude that it does not have any delocalized conjugated pi-electron system, hence it does not show any resonance.

The explanation for the incorrect option:

Option(A):Phenol

  • Phenol is generally known to exhibit Resonance, as it has the delocalized conjugated pi-electron system, which can be shown as:

Write the resonance structure of phenol in order of decreasing stabilities .

  • Hence, it shows resonance.

Option(B):Aniline

  • Resonance can be exhibited by Aniline, as it is a conjugated molecule, which can be shown as:

Draw resonance structures showing +R effect in aniline. - Sarthaks eConnect  | Largest Online Education Community

  • Hence, it shows resonance.

Option(C):Nitrobenzene

  • Nitrobenzene is generally known to exhibit Resonance, as it has the delocalized conjugated pi-electron system, which can be shown as:

Draw resonance structures showing -R effect in nitrobenzene. - Sarthaks  eConnect | Largest Online Education Community

  • Hence, it shows resonance.

Hence, Resonance is not exhibited by Cyclohexane and the correct option is (D).


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