Stability order: 3 degrees > 2 degrees > 1 degrees > CH3+
Special carbocations (extra stable):
- Benzylic: Resonance with aromatic ring
- Allylic: Resonance with C=C
- Tropylium (C7H7+): Aromatic, 6 pi electrons
- Cyclopropenyl (C3H3+): Aromatic, 2 pi electrons
Rearrangements: Less stable carbocations rearrange to more stable ones via:
- 1,2-hydride shift: H migrates with its bonding electrons
- 1,2-methyl shift: CH3 migrates with bonding electrons
- Ring expansion: Cyclobutyl to cyclopentyl
JEE favorite: Neopentyl system — primary carbocation rearranges to tertiary via 1,2-methyl shift. This explains unexpected products in SN1/E1 reactions.