Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 5, Problem 23CTQ
Interpretation Introduction

Interpretation: Whether pKa of molecules mentioned below match with the stability of anions or not should be determined.

  Organic Chemistry: A Guided Inquiry, Chapter 5, Problem 23CTQ

Concept introduction: The dissociation constant of acid represents strength of acid in solution. It is denoted by Ka . The expression of pKa is as follows:

  pKa=logKa

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hydrogens on a carbon adjacent to a carbonyl group are far more acidic than those not adjacent to a carbonyl group. The anion derived from acetone, for example, is more stable than is the anion derived from ethane. Account for the greater stability of the anion from acetone. CH,ČCH, H CH,CH, H Acetone Ethane pK, 20.2 pK, 51
Between the compounds A and B, which one has lower pKa value and why? Hc Hc Ha Ha A
6. Which of the following compounds has the lowest pKa ? A OH NH B XOH OH C X D NH₂

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Organic Chemistry: A Guided Inquiry

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