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The following compound is an amino acid derivative (Chapter 25). In solution, molecules of this compound show a tendency to “stick” together, or self-assemble, via a series of intermolecular hydrogen bonds. During self-assembly, the growing aggregate can entrap molecules of liquid, thereby forming a gel (J. Am. Chem. Soc. 2009, 131, 11478–11484).
(b) Draw the intermolecular hydrogen bonds that form during self- assembly. Do this by drawing three molecules stacked directly on top of each other, each in the orientation shown. Then, draw hydrogen bonds from the central molecule to each of the other two molecules, showing eight intermolecular H bonds between amide H’s on one molecule to amide O’s on adjacent molecules
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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Klein 2nd Edition. You can also practice Organic Chemistry - Klein 2nd Edition practice problems.