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Electronic Displacement Effects - Electromeric Effect


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Description:

It is a temporary effect.

Exhibited by molecules containing multiple bonds and in the presence of an attacking reagent.

+E effect − π -electrons are transferred to the atom to which reagent gets attached.

H Attacking Reagent

–E effect − π - electrons are transferred to that atom to which the attacking reagent does not get attached.

CN Attacking Reagent

Example

Identify if the mechanism of the reaction given below exhibits +E or –E effect.

Mechanism Reaction

Solution − The mechanism of the reaction is as given below −

  • In the presence of a reagent, electronic displacements take place such that > C = O developes polarity wherein carbon and oxygen develops δ + and δ − charges respectively.

  • HSO3 attacks the carbonyl carbon such that the π − electrons of carbonyl carbon shifts towards oxygen.

  • Since π −electrons shift towards that atom to which the reagent doesn’t attach, the mechanism exhibits –E effect.

  • It is an equilibrium reaction and the effect vanishes as soon as the reagent is removed.

Equilibrium Reaction


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