5. L-dopa is used in the treatment of Parkinson's disease. Identify the four most acidic protons and arrange them in order of increasing acidity. :0: HO: : OH OH

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter27: Biomolecules: Lipids
Section27.6: Steroids
Problem 9P: Lithocholic acid is an A–B cis steroid found in human bile. Draw lithocholic acid showing chair...
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5. L-dopa is used in the treatment of Parkinson's disease. Identify the four most acidic
protons and arrange them in order of increasing acidity.
:0:
HO:
: OH
OH
6. Coumarins are a class of natural products produced by plants and animals. It has a wide
variety of applications in cosmetics, food industry and fluorescent laser dyes. In the
¹HNMR spectrum of coumarin derivate shown below, the two signals farthest downfield
are at 7.38 and 8.42 pm. Identify the two protons that most likely give rise to these
signals and justify your answer using resonance structures.
:0:
Transcribed Image Text:5. L-dopa is used in the treatment of Parkinson's disease. Identify the four most acidic protons and arrange them in order of increasing acidity. :0: HO: : OH OH 6. Coumarins are a class of natural products produced by plants and animals. It has a wide variety of applications in cosmetics, food industry and fluorescent laser dyes. In the ¹HNMR spectrum of coumarin derivate shown below, the two signals farthest downfield are at 7.38 and 8.42 pm. Identify the two protons that most likely give rise to these signals and justify your answer using resonance structures. :0:
3. Draw the most stable chair conformation of glucose.
OH
HO...
HO
HO
HO:
4. Ascorbic acid (vitamin C) pKa = 4.2 does not contain a carboxylic acid group, but is
fairly acidic. Identify the acidic proton and explain the choice using resonance structures.
:OH
OH
НО
: OH
:Ö:
Transcribed Image Text:3. Draw the most stable chair conformation of glucose. OH HO... HO HO HO: 4. Ascorbic acid (vitamin C) pKa = 4.2 does not contain a carboxylic acid group, but is fairly acidic. Identify the acidic proton and explain the choice using resonance structures. :OH OH НО : OH :Ö:
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ISBN:
9781305080485
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John E. McMurry
Publisher:
Cengage Learning