For compound A below, draw at least 6 different constitutional isomers. (Hint you don't have to count the hydrogens on every structure if you have the right number of non-hydrogen atoms and degrees of unsaturation.) OH OH A Use the constitutional isomers of A you drew above or others, to find a constitutional isomer that matches each description below. Use your understanding of Acid-Base principles to demonstrate the difference in pKa between each isomer and A. (Hint: what can change when you draw a different constitutional isomer that affects the pKa?) a. An isomer that is at least 105 times less acidic than A b. An isomer that is comparable in acidity to A c. An Isomer that is at least 105 times more acidic than A

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 9E
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For compound A below, draw at least 6 different constitutional isomers. (Hint you don't have to count
the hydrogens on every structure if you have the right number of non-hydrogen atoms and degrees of
unsaturation.)
OH OH
Use the constitutional isomers of A you drew above or others, to find a constitutional isomer that
matches each description below. Use your understanding of Acid-Base principles to demonstrate the
difference in pKa between each isomer and A. (Hint: what can change when you draw a different
constitutional isomer that affects the pKa?)
a. An isomer that is at least 105 times less acidic than A
b. An isomer that is comparable in acidity to A
c. An Isomer that is at least 105 times more acidic than A
Transcribed Image Text:For compound A below, draw at least 6 different constitutional isomers. (Hint you don't have to count the hydrogens on every structure if you have the right number of non-hydrogen atoms and degrees of unsaturation.) OH OH Use the constitutional isomers of A you drew above or others, to find a constitutional isomer that matches each description below. Use your understanding of Acid-Base principles to demonstrate the difference in pKa between each isomer and A. (Hint: what can change when you draw a different constitutional isomer that affects the pKa?) a. An isomer that is at least 105 times less acidic than A b. An isomer that is comparable in acidity to A c. An Isomer that is at least 105 times more acidic than A
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