The pka values of OH group in 4-cyanophenol and 4-nitrophenol are identical BUT in the di-methylswbstituted compounds C and D differ significantly. The cyano derivative C is more acidic than compound D. Please briefly explain why this is the case (you can use words and drawings). Hint: delocalization... A В OH OH OH OH CN NO2 CN NO2

The pka values of OH group in 4-cyanophenol and 4-nitrophenol are identical BUT in the di-methylswbstituted compounds C and D differ significantly. The cyano derivative C is more acidic than compound D. Please briefly explain why this is the case (you can use words and drawings). Hint: delocalization... A В OH OH OH OH CN NO2 CN NO2

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 18VC

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