Question
Explain the terms Inductive and Electromeric effects. Which electron displacement effect explains the following correct orders of acidity of the carboxylic acids?
  1. Cl3CCOOH > Cl2CHCOOH > ClCH2COOH.
  2. CH3CH2COOH > (CH3)2CHCOOH > (CH3)3C.COOH.

Answer

Inductive Effect: The inductive effect refers to the polarity produced in a molecule as a result of higher electronegativity of one atom compared to another.Atoms or groups which lose electron towards a carbon atom are said to have +1 Effect.

Those atoms or groups which draw electron away from a carbon atom are said to have -I Effect.

Common examples of -I effect are:

NO2, F, Cl, Br, I, OH etc.

Examples of +1 effect are (Electron releasing)

(CH3)2C- , (CH3)2CH-, CH3CH2- CH3- etc.

Electromeric effect: The electromeric effect refers to the polarity produced in a multiple bonded compound as it is approached by a reagent.

The atom A has lost its share in the electron pair and B has gained this share.

As a result A acquires a positive charge and B a negative charge. It is a temporary effect and takes place only in the presence of a reagent.

  1. -I-effect as shown below: As the number of halogen atoms decreases, the overall -I- effect decreases and the acid strength decreases accordingly.

  1. +I-effect as shown below: As the number of alkyl groups increases, the +I-effect increases and the acid strength decreases accordingly.

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