Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry
Identify the correct stability order for the following carbocations: (I) (II) (III)
Options
- A(I) > (III) > (II)
- B(III) > (II) > (I)
- C(II) > (III) > (I)
- D(I) > (II) > (III)
Correct answer
D. (I) > (II) > (III)
Step-by-step solution
The stability of the given benzylic carbocations depends on the electron-donating ability of the group attached at the para position. The cyclopropyl group acts as a strong electron donor through - conjugation. The presence of electron-donating methyl groups on the cyclopropyl ring increases the electron density within the ring due to their +I effect. This enhances the overall electron-donating ability of the cyclopropyl group towards the benzene ring, which in turn stabilizes the benzylic carbocation. Carbocation