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Mesomeric or Resonance Effect - Practice Questions & MCQ

Edited By admin | Updated on Sep 25, 2023 25:24 PM | #NEET

Quick Facts

  • Mesomeric or Resonance Effect is considered one the most difficult concept.

  • 11 Questions around this concept.

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The order of stability of the following carbocations:

        is :

Given are cyclohexanol; (I) acetic acid (II), 2, 4, 6 - trinitrophenol (III) and phenol (IV) . In these the order of decreasing acidic character will be:

Concepts Covered - 1

Mesomeric or Resonance Effect

The resonance effect is defined as ‘the polarity produced in the molecule by the interaction of two π-bonds or between a π-bond and lone pair of electrons present on an adjacent atom’. The effect is transmitted through the chain. There are two types of resonance or mesomeric effects designated as R or M effects.

  • Positive Resonance Effect (+R effect): In this effect, the transfer of electrons is away from an atom or substituent group attached to the conjugated system. This electron displacement makes certain positions in the molecule of high electron densities. This effect in aniline is shown as:
  • Negative Resonance Effect (- R effect): This effect is observed when the transfer of electrons is towards the atom or substituent group attached to the conjugated system. For example, in nitrobenzene this electron displacement can be depicted as:

The atoms or substituent groups, which represent +R or –R electron displacement effects are as follows :

  • +R effect: \mathrm{-\ddot{X}, - \ddot{O}H ,- \ddot{O}R ,- \ddot{O}COR ,- \ddot{H} _{2},- \ddot{N}HR ,- \ddot{N}R _{2},- \ddot{N}HCOR}
  • – R effect: \mathrm{- COOH ,- CHO ,{>C} = O ,- CN ,- NO _{2}, -SO_3H}

The presence of alternate single and double bonds in an open-chain or cyclic system is termed as a conjugated system. These systems often show abnormal behaviour. The examples are 1,3- butadiene, aniline and nitrobenzene etc. In such systems, the π-electrons are delocalised and the system develops polarity.

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Mesomeric or Resonance Effect

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Mesomeric or Resonance Effect

Chemistry Part II Textbook for Class XI

Page No. : 354

Line : 7

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