5. (a) The molecule shown below can react with a base, and lose one of the five protons to forman anionic intermediate. Draw this anionic intermediate, and explain why that proton is removedinstead of one of the others.CIH Cl-HHHCl(b) The same molecule can react with Ag", and lose one of the three chlorine atoms to form acationic intermediate. Draw this cationic intermediate, and explain why that chlorine atom isremoved, while neither of the other two are removed.CIH Cl-HHHHCI

We will make use of the concept of resonance, conjugation and aromaticity to answer these above…

5. (a) The molecule shown below can react with a base, and lose one of the five protons to form an anionic intermediate. Draw this anionic intermediate, and explain why that proton is removed instead of one of the others. CI H CI H7 H H Cl (b) The same molecule can react with Ag*, and lose one of the three chlorine atoms to form a cationic intermediate. Draw this cationic intermediate, and explain why that chlorine atom is removed, while neither of the other two are removed. CI H CI H7 H H CI

5. (a) The molecule shown below can react with a base, and lose one of the five protons to form an anionic intermediate. Draw this anionic intermediate, and explain why that proton is removed instead of one of the others. CI H CI H7 H H Cl (b) The same molecule can react with Ag*, and lose one of the three chlorine atoms to form a cationic intermediate. Draw this cationic intermediate, and explain why that chlorine atom is removed, while neither of the other two are removed. CI H CI H7 H H CI

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter4: Polar Bonds, Polar Reactions

Section: Chapter Questions

Problem 24E: Summarize the relationship between pKa and base strength by completing the followingsentences: a....

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Summarize the relationship between pKa and base strength by completing the followingsentences: a. For a given base, the higher the pKa of its conjugate acid, the stronger or weaker the base. b. For a given base, the lower the pKa of its conjugate acid, the stronger or weaker the base.
Summarize the relationship between pKa and acid strength by completing the following sentences: a. The higher the pKa of an acid, the stronger or weaker the acid. b. The lower the pKa of an acid, the stronger or weaker the acid.