Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section23.6: Reactions With Acids
Problem 23.9P
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Question
![On the following page are three compounds, 1, 2, and 3, that have been investigated as
anti-malarial candidates. Compound 1 is the "parent" molecule, and 2 and 3 are
derivatives. Shown next to each molecule is (i) the enthalpy change when it binds to its
target, and (ii) the dissociation constant for the molecule/target complex.
Consider the structures and answer the following:
AH = - 1.2 kcal/mol;
Kp = 16 nM
OH
1
HO
AH = - 6.0 kcal/mol;
Kp = 76 nM
OH
AH = - 5.5 kcal/mol;
Kp = 0.5 nM
OH
3
(i) What is the difference among 1, 2, and 3?](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fc88f03be-f333-4b3f-9234-d530d6e8c823%2F0135ba70-40a1-4955-8c5e-3ee91273eca8%2F06mwgvf_processed.jpeg&w=3840&q=75)
Transcribed Image Text:On the following page are three compounds, 1, 2, and 3, that have been investigated as
anti-malarial candidates. Compound 1 is the "parent" molecule, and 2 and 3 are
derivatives. Shown next to each molecule is (i) the enthalpy change when it binds to its
target, and (ii) the dissociation constant for the molecule/target complex.
Consider the structures and answer the following:
AH = - 1.2 kcal/mol;
Kp = 16 nM
OH
1
HO
AH = - 6.0 kcal/mol;
Kp = 76 nM
OH
AH = - 5.5 kcal/mol;
Kp = 0.5 nM
OH
3
(i) What is the difference among 1, 2, and 3?
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