Which of the following carbocations would be expected to
rearrange?
Which of the following carbocations would be expected to rearrange?
Answer
Generally the carbon in a carbocation is an electron poor atom. So the electron donating groups increses the electron density on electrophilic carbon and the stability of the carbocation increases. Therefore, the increasing order of satbility of carbocations is as follows: primary carbocation secondary carbocation < tertiary carbocation Therefore, if possible the primary carbocation rearranges to give secondary to get more stability. Simillarly, the secondary carbocation undergo rearrangement to give tertiary carbocation to get more stability Therefore, the carbocations that are expected to rearrange are as follows CH CH 1,2-hydride shift CH CH secondary carbocation Tertiary carbocation CH CH 1,2-hydride shift secondary carbocation Tertiary carbocation Therefore, the correct options are, CH