Question:

Which amongst the following is the most stable carbocation?

Updated On: Jul 12, 2022
  • $^{CH_3}_{+}$
  • $CH_3 \, \, _{CH_3}^{+}$
Hide Solution
collegedunia
Verified By Collegedunia

The Correct Option is B

Solution and Explanation

The most stable carbocation is t-alkyl carbocation because the order of stability of alkyl carbocation is t-alkyl >s-alkyl> p-alkyl *> CH3 carbocation. This stability order is described with the help of hyperconjugation and inductive effect. On the basis of hyperconjugation, (CH$_3)_2 \, \, ^{+}_{CH}$ CH shows six resonating structures due to the presence of six a-C - H bonds, Greater the $\alpha$ H-atom greater will be the hyper conjugation resonating structure and therefore, greater will be the stability. $^{+}_{CH_3}$does not show the property of resonance while $CH_3 - \, ^{+}{CH}$shows three resonating structures due to presence of three a-C - H bonds. Hence, larger number of resonating structures are possible in (b), so it is most stable. The above order of stability is also explained with the help of (+) /-effect of -CH$_3$ group. More the number of - CH$_3$ group more will be tendency to displace the electrons towards positive charged carbon of carbocation. Thus, positive charge is decreased or compensated and stability of carbocation is increased.
Was this answer helpful?
0
0

Top Questions on Organic Chemistry- Some Basic Principles and Techniques

View More Questions

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