Draw the bond-line structure (using dash/wedge notation) for the compound below as it would exist at pH = 2 and pH = 7. Show your work. What is the percent ionization for each the amine and carboxylic acid functionality at each pH, respectively? correct structure correct structure at pH = 2.0 at pH = 7.0 It has been observed that in aqueous buffer (pH = 7) this compound is more likely to be in a chair conformation where both substituents are in axial positions than when in aqueous buffer (pH =2). Use chair structures to illustrate why the normally unfavorable 1,3-diaxial interactions may be energetically minimized at pH=7 vs. pH = 2.

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
Chapter4: Acids And Bases
Section: Chapter Questions
Problem 4.33P: Complete the equation for the reaction between each Lewis acid-base pair. In each equation, label...
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I believe the Henderson-Hasselbalch Equation is supposed to be used here, but I am lost and I am not sure. Pls help. Thank you! 

Draw the bond-line structure (using dash/wedge notation) for the compound below as it would
exist at pH = 2 and pH = 7. Show your work. What is the percent ionization for each the amine
and carboxylic acid functionality at each pH, respectively?
correct structure
correct structure
at pH = 2.0
at pH = 7.0
It has been observed that in aqueous buffer (pH = 7) this compound is more likely to be in a
chair conformation where both substituents are in axial positions than when in aqueous buffer (pH
=2). Use chair structures to illustrate why the normally unfavorable 1,3-diaxial interactions may
be energetically minimized at pH=7 vs. pH = 2.
Transcribed Image Text:Draw the bond-line structure (using dash/wedge notation) for the compound below as it would exist at pH = 2 and pH = 7. Show your work. What is the percent ionization for each the amine and carboxylic acid functionality at each pH, respectively? correct structure correct structure at pH = 2.0 at pH = 7.0 It has been observed that in aqueous buffer (pH = 7) this compound is more likely to be in a chair conformation where both substituents are in axial positions than when in aqueous buffer (pH =2). Use chair structures to illustrate why the normally unfavorable 1,3-diaxial interactions may be energetically minimized at pH=7 vs. pH = 2.
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