d) 7-hydroxycoumarin forms one-dimensional hydrogen-bonded chains in the solid state. Coumarin-3-carboxylic acid forms hydrogen-bonded dimers. Coumarin does not show hydrogen bonding. (i) Using a diagram, define the term hydrogen bonding and use your answer to explain the differences in hydrogen bonding between the two molecules. (ii) Draw the hydrogen-bonded chain observed in 7-hydroxycoumarin and provide the graph-set notation to describe the motif. You should show at least 3 molecules. (iii) Draw the hydrogen-bonded dimers observed in coumarin-3-carboxylic acid and provide graph-set notation to describe the motif. You should show 2 molecules.
d) 7-hydroxycoumarin forms one-dimensional hydrogen-bonded chains in the solid state. Coumarin-3-carboxylic acid forms hydrogen-bonded dimers. Coumarin does not show hydrogen bonding. (i) Using a diagram, define the term hydrogen bonding and use your answer to explain the differences in hydrogen bonding between the two molecules. (ii) Draw the hydrogen-bonded chain observed in 7-hydroxycoumarin and provide the graph-set notation to describe the motif. You should show at least 3 molecules. (iii) Draw the hydrogen-bonded dimers observed in coumarin-3-carboxylic acid and provide graph-set notation to describe the motif. You should show 2 molecules.
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
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.58P
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