can we arrange a carbocation from secondary form to another secondary form?

1 answer

Yes, it is possible to rearrange a carbocation from one secondary form to another secondary form. This type of rearrangement is called a 1,2-shift or a Wagner-Meerwein rearrangement.

In a 1,2-shift, a hydrogen or an alkyl group adjacent to the carbocation shifts its position to form a more stable carbocation. This shift occurs through the breaking and forming of sigma bonds.

For example, consider the rearrangement of a secondary carbocation:

CH3-CH2-CH2(+)-CH3

In this case, the neighboring methyl group (CH3) can shift its position to create a more stable secondary carbocation:

CH3-CH2(+)-CH2-CH3

This rearrangement occurs through the breaking of the sigma bond between the adjacent carbon and hydrogen, while forming a new sigma bond between the neighboring carbon and the carbocation carbon.

It's important to note that not all carbocations can undergo rearrangements. The possibility of a rearrangement depends on factors such as the stability of the carbocation intermediate and the stability of the resulting carbocation after the shift.