Like nitrogen and carbon, oxygen also shows this same hybridization effect on acidity. Both of the following compounds can lose a proton from a positively charged oxygen with three bonds to give a conjugate base containing neutral oxygen with two bonds. One of these structures has pKa = -2.4, while the other has pKa = -8.0. Show the reaction of each compound with water.

Like nitrogen and carbon, oxygen also shows this same hybridization effect on acidity. Both of the following compounds can lose a proton from a positively charged oxygen with three bonds to give a conjugate base containing neutral oxygen with two bonds. One of these structures has pKa = -2.4, while the other has pKa = -8.0. Show the reaction of each compound with water.

Chemistry: The Molecular Science

5th Edition

ISBN:9781285199047

Author:John W. Moore, Conrad L. Stanitski

Publisher:John W. Moore, Conrad L. Stanitski

Chapter11: Chemical Kinetics: Rates Of Reactions

Section: Chapter Questions

Problem 35QRT: The compound p-methoxybenzonitrile N-oxide, which has the formula CH3OC6H4CNO, reacts with itself to...

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