# What is the explanation for the relative stabilities of methyl, primary, secondary, and tertiary carbocations?

Oct 19, 2015

Inductive Effect.

#### Explanation:

Carbocations become more stable when the electron-deficient carbon becomes less deficient. In other words, it is when the electron density around that carbon atom becomes higher.

Image source: Organic Chemistry-Janice Gorzynski Smith 3rd Ed

If a carbocation is connected to electron-donating groups, these groups will pump electrons to this carbon atom to compensate for the loss of the electron density around it.

Alkyl groups in general are electron-donating groups by inductive effect. Inductive effect by definition is the transfer of electrons through $\sigma$ bonds.

Therefore, the higher the number of alkyl groups (or in this case methyl groups) connected to the carbocation, the more stable it becomes, therefore, we can rank the stability as follows:

${\left(C {H}_{3}\right)}_{3} {C}^{+} > {\left(C {H}_{3}\right)}_{2} C {H}^{+} > C {H}_{3} C {H}_{2}^{+} > C {H}_{3}^{+}$