Organic Chemistry - Access
7th Edition
ISBN: 9780321820020
Author: Bruice
Publisher: PEARSON
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Chapter 20, Problem 33P
Interpretation Introduction
Interpretation:
The reason for pyrrole being much stronger acid than ammonia has to be explained.
Concept Introduction:
Pyrrole is a cyclic compound contains two pi bonds between carbon atom and nitrogen atom is present at adjacent position to both double bonds which favors delocalization of electrons and in ammonia no delocalization of electrons takes place due to absence of pi bonds.
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Why does methyl orange have a lower pKa value (pKa~3.5) than methyl red (pKa ~5.1)? Provide detailed explanation
Explain why pyrrole (pKa ~ 17) is a much stronger acid than ammonia (pKa = 36).
4. Acid A has a pKa value of 5.71, and acid B has a pKa value of 5.30. Which of the two acids is the weaker?
Chapter 20 Solutions
Organic Chemistry - Access
Ch. 20.1 - Name the following:Ch. 20.2 - Prob. 2PCh. 20.2 - Prob. 3PCh. 20.3 - Draw the product of each of the following...Ch. 20.5 - Prob. 6PCh. 20.5 - When pyrrole is added to a dilute solution of...Ch. 20.5 - Explain why cyclopentadiene (pKa = 15) is more...Ch. 20.6 - Prob. 10PCh. 20.6 - How to the mechanisms of the following reactions...Ch. 20.6 - Prob. 12P
Ch. 20.6 - Rank the following compounds from easiest to...Ch. 20.7 - Prob. 14PCh. 20.7 - Prob. 15PCh. 20.7 - Prob. 16PCh. 20.7 - Prob. 17PCh. 20.7 - Prob. 18PCh. 20.7 - Prob. 19PCh. 20.7 - Prob. 20PCh. 20 - Name the following:Ch. 20 - Prob. 22PCh. 20 - Prob. 23PCh. 20 - Which of the following compounds is easier to...Ch. 20 - Rank the following compounds from most reactive to...Ch. 20 - One of the following compounds undergoes...Ch. 20 - Benzene undergoes electrophilic aromatic...Ch. 20 - The dipole moments of furan and tetrahydrofuran...Ch. 20 - Prob. 29PCh. 20 - Prob. 30PCh. 20 - The chemical shifts of the C-2 hydrogen in the...Ch. 20 - Explain why protonating aniline has a dramatic...Ch. 20 - Prob. 33PCh. 20 - Propose a mechanism for the following reaction:Ch. 20 - Prob. 35PCh. 20 - Propose a mechanism for the following reactions:Ch. 20 - Prob. 37PCh. 20 - a. Draw resonance contributors to show why...Ch. 20 - Prob. 39PCh. 20 - Pyrrole reacts with excess...Ch. 20 - Prob. 41PCh. 20 - Prob. 42PCh. 20 - Organic chemists work with tetraphenylporphyrins...
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- Which of the following is correct about pKa? (A) If pKa < 7, it is an acid. (B) The pKa of any acid is less than 7. (C) None of the statements is correct. (D) All the statements are correct. (E) Stronger acid has greater pKa than weaker acid.arrow_forwardWhy are the carboxylic acid groups of the amino acids more acidic (pKa - 2) than a carboxylic acid such as acetic acid (pKa = 4.76)?arrow_forwardA weak acid has a pKa of 6.44. If the pH of the solution is 7.22, what percentage of the acid is dissociated?arrow_forward
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