i. Draw the two conjugate bases that would result from deprotonation of each bold/underlined H. ii. Which of the two conjugate bases is more stable? Briefly explain your reasoning in complete sentences. If a resonance-stabilization effect impacts your decision, draw all resonance structures for the conjugate base. iii. Given that more stable conjugate bases result from stronger (more reactive) acids, circle the more acidic proton in each molecule below. LOH a) HO b) d) -1 H H HO HH e) SH

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter20: Acidity And Pka Of Phenols
Section: Chapter Questions
Problem 15E
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i. Draw the two conjugate bases that would result from deprotonation of each bold/underlined H.
ii. Which of the two conjugate bases is more stable? Briefly explain your reasoning in complete sentences.
If a resonance-stabilization effect impacts your decision, draw all resonance structures for the
conjugate base.
iii. Given that more stable conjugate bases result from stronger (more reactive) acids, circle the more
acidic proton in each molecule below.
LOH
a)
HO
b)
d)
-1
H
H
HO
HH
e)
SH
Transcribed Image Text:i. Draw the two conjugate bases that would result from deprotonation of each bold/underlined H. ii. Which of the two conjugate bases is more stable? Briefly explain your reasoning in complete sentences. If a resonance-stabilization effect impacts your decision, draw all resonance structures for the conjugate base. iii. Given that more stable conjugate bases result from stronger (more reactive) acids, circle the more acidic proton in each molecule below. LOH a) HO b) d) -1 H H HO HH e) SH
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