Write the strucutres of various carbocations that can be obtained from 2-methylbutane. Arrange these carbocations in order of increasing stability.


2-methyl butane has four different sets of equivalent H-atoms.
Removal of 1-1-1 atom from any of these equivalent sets gives four different carbocations.
Stability of corbocation decreases in the order 3°>2°>1°. So, III (3°carbocation) is most stable followed by II (2°carbocation). Out of I and IV (both are 1°carbocation) I has a CH3 group at β-carbon while II has a CH3 group at α-carbon. As +I-effect decreases with distance, hence IV is more stable than I. Therefore, the overall stability of these four carbocations increases in the order.
I<IV<II<III