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UPSEEUPSEE 2013Organic Chemistry – Some Basic Principles and Techniques
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Solution:
Due to the presence of phenyl group the stabilities of the carbocations 1,2 and 3 are greater than cation 4, (due to resonance). Further the presence of electron-donating groups on phenyl ring increases the stability of carbocation.
Hence, cation 1 and 3 are more stable than cation 2. Moreover - OMe group shows +M effect which is more prominent than +\effect of - Me group. Thus, cation 1 is more stable than cation 3. So, the correct order is, 4<2<3<1