Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Question
Chapter 3, Problem 3.53AP
Interpretation Introduction
Interpretation:
An explanation as to why the
Concept introduction:
The
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According to the Evan's pKa table, phenol has a pKa of 9.95. p-Nitro and m-nitrophenol have pKas of 7.14 and 8.35 respectively. Using resonance structures, explain the observed trends in the acidity of these molecules.
Chapter 3 Solutions
Organic Chemistry
Ch. 3 - Prob. 3.1PCh. 3 - Prob. 3.2PCh. 3 - Prob. 3.3PCh. 3 - Prob. 3.4PCh. 3 - Prob. 3.5PCh. 3 - Prob. 3.6PCh. 3 - Prob. 3.7PCh. 3 - Prob. 3.8PCh. 3 - Prob. 3.9PCh. 3 - Prob. 3.10P
Ch. 3 - Prob. 3.11PCh. 3 - Prob. 3.12PCh. 3 - Prob. 3.13PCh. 3 - Prob. 3.14PCh. 3 - Prob. 3.15PCh. 3 - Prob. 3.16PCh. 3 - Prob. 3.17PCh. 3 - Prob. 3.18PCh. 3 - Prob. 3.19PCh. 3 - Prob. 3.20PCh. 3 - Prob. 3.21PCh. 3 - Prob. 3.22PCh. 3 - Prob. 3.24PCh. 3 - Prob. 3.25PCh. 3 - Prob. 3.26PCh. 3 - Prob. 3.27PCh. 3 - Prob. 3.28PCh. 3 - Prob. 3.29PCh. 3 - Prob. 3.30PCh. 3 - Prob. 3.31PCh. 3 - Prob. 3.32APCh. 3 - Prob. 3.33APCh. 3 - Prob. 3.34APCh. 3 - Prob. 3.35APCh. 3 - Prob. 3.36APCh. 3 - Prob. 3.37APCh. 3 - Prob. 3.38APCh. 3 - Prob. 3.39APCh. 3 - Prob. 3.40APCh. 3 - Prob. 3.41APCh. 3 - Prob. 3.42APCh. 3 - Prob. 3.43APCh. 3 - Prob. 3.44APCh. 3 - Prob. 3.45APCh. 3 - Prob. 3.46APCh. 3 - Prob. 3.47APCh. 3 - Prob. 3.48APCh. 3 - Prob. 3.49APCh. 3 - Prob. 3.50APCh. 3 - Prob. 3.51APCh. 3 - Prob. 3.52APCh. 3 - Prob. 3.53APCh. 3 - Prob. 3.54APCh. 3 - Prob. 3.55APCh. 3 - Prob. 3.56APCh. 3 - Prob. 3.57APCh. 3 - Prob. 3.58APCh. 3 - Prob. 3.59APCh. 3 - Prob. 3.60AP
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- Sort the compounds below in order of increasing acidity. Explain your answer.arrow_forwardOne of the heptanedione isomers below has a pka of approximately 9 rather than 20. Which isomer? Why? Draw its conjugate base and offer a full explanation of its acidity.arrow_forwardTreatment of indene with NaNH2 forms its conjugate base in a Brønsted– Lowry acid–base reaction. Draw all reasonable resonance structures for indene's conjugate base, and explain why the pKa of indene is lower than the pKa of most hydrocarbons.arrow_forward
- Treatment of indene with NaNH2 forms its conjugate base in a Brønsted–Lowry acid–base reaction. Draw all reasonable resonance structures for indene’s conjugate base, and explain why the pKa of indene is lower than the pKa of most hydrocarbons.arrow_forwardRank the following compounds in order of increasing acidity (1 = least acidic, 3 = most acidic) and in the space provided use resonance (of the conjugate base) to explain why the compound you have labelled “3” is the most acidic.arrow_forwardGive a complete curved arrow pushing mechanism for reactions A and B 1) Show ALL important resonance contributors for all intermediates. 2) Add non-bonding electrons and C−H bonds to the line-angle structures as required. 3) Indicate the Lewis acid/Lewis base (LA, LB) at each step as appropriate, and whether they are also Brønsted acids/bases (LA/BA, LB,BB) 4) GIVE THE NUMBER OF STEPS IN YOUR MECHANISMarrow_forward
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