For following substituted benzenes: [1] C6H5Br; [2] C6H5CN; [3] C6H5OCOCH3: On balance, does the substituent make a benzene ring more or lesselectron rich than benzene itself?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
Section16.SE: Something Extra
Problem 25VC: The following molecular model of a dimethyl-substituted biphenyl represents the lowest-energy...
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For following substituted benzenes:

[1] C6H5Br; [2] C6H5CN; [3] C6H5OCOCH3:

On balance, does the substituent make a benzene ring more or less
electron rich than benzene itself?

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