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JIPMERJIPMER 2005Organic Chemistry – Some Basic Principles and Techniques
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Solution:
A phenyl group, in which there is a flow of electron due to resonance of the benzene ring, generally causes −I effect, but truely speaking it can act as both electron donating as well as electron withdrawing groups, depending upon the nature of group with which it is attached. In C6H5CH2+, phenyl group is attached to electron deficient group, hence it will donate electron due to resonance in benzene ring and thus stabilise the cation.