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Unformatted text preview: nitro group at the para position Draw the family of resonance structures to compare the relative stabilities. O N O O pKa (p-nitrophenol)= 7.2 Stronger acid than m isomer O NO 2 O O O NO 2 NO 2 NO 2 This group of resonance structures shows that the nitro group has NO stabilizing influence on the anion and therefore little effect upon the acidity. pKa (m-nitrophenol)= 8.4 Weaker acid than p isomer Draw the family of resonance structures to compare the relative stabilities....
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This note was uploaded on 03/16/2010 for the course CH 53705 taught by Professor Colapret during the Fall '09 term at University of Texas at Austin.
- Fall '09