Question:

Explain the terms Inductive and Electromeric effects. Which electron displacement effect explains the following correct orders of acidity of the carboxylic acids? 
\((a) Cl_3CCOOH>Cl_2CHCOOH>ClCH_2COOH \)
\((b) CH_3CH_2COOH>(CH_3)_2CHCOOH>(CH_3)_3C.COOH.\)

Updated On: Nov 17, 2023
Hide Solution
collegedunia
Verified By Collegedunia

Solution and Explanation

Inductive effect : 
The permanent displacement of sigma electrons along a saturated chain, whenever an electron-withdrawing or electron donating group is present, which is called the inductive effect.
Inductive effect could be + I effect or - I effect. When an atom or group attracts electrons towards itself more strongly than hydrogen, it is said to possess - I effect. For example,
possess - I effect
When an atom or group attracts electrons towards itself less strongly than hydrogen, it is said to possess + I effect.
For example,

Electrometric effect : 
It involves the complete transfer of the shared pair of electrons to either of the two atoms linked by multiple bonds in the presence of an attacking agent. For example,
Electrometric effect
The electrometric effect could be the + E effect or the - E effect.
+E effect: When the electrons are transferred towards the attacking reagent.
-E effect: When the electrons are transferred away from the attacking reagent.
(a) Cl3CCOOH > Cl2CHCOOH > ClCH2COOH
The order of acidity can be explained on the basis of the Inductive effect (- I effect). As the number of chlorine atoms increases, the - I effect increases. With the increase in the - I effect, the acid strength also increases accordingly.
the increase in the - I effect, the acid strength also increases accordingly
(b) CH3CH2COOH > (CH3)2 CHCOOH > (CH3)3 C.COOH
The order of acidity can be explained on the basis of inductive effect (+ I effect). As the number of alkyl groups
increases, the + I effect also increases. With the increase in the + I effect, the acid strength also increases accordingly.
With the increase in the + I effect, the acid strength also increases accordingly

Was this answer helpful?
0
0

Top Questions on Fundamental Concepts In Organic Reaction Mechanism

Concepts Used:

Organic Chemistry – Some Basic Principles and Techniques - Reaction Mechanism

SN1 Reaction Mechanism:

SN1 reaction mechanism takes place by following three steps –

  • Formation of carbocation 
  • Attack of nucleophile 
  • Deprotonation 

SN2 Reaction Mechanism:

The SN2 reaction mechanism involves the nucleophilic substitution reaction of the leaving group (which generally consists of halide groups or other electron-withdrawing groups) with a nucleophile in a given organic compound.

Electrophilic Aromatic Substitution Reaction Mechanism:

The mechanism of an electrophilic aromatic substitution reaction contains three main components which are:

  1. A new sigma bond from C=C is formed during the reaction in the arene nucleophile.
  2. Due to the breaking of the C-H sigma bond, a proton is removed.
  3. The C=C bond is reformed and it restores the aromaticity of the compound.

Electrophilic Substitution Reaction Mechanism:

The electrophilic substitution reaction mechanism is composed of three steps, which will be discussed more below.

  • Electrophile Generation
  • Carbocation Formation
  • Proton Removal