Many drugs are either weak acids or weak bases. Acetaminophen is a weak base, the acid form of which has pKa=9.5. Estimate the ration of (protonated/deprotonated) acetaminophen in each of the physiologic environment below:  a. Stomach (pH ~ 2.0)  b. Small intestine (pH ~ 8.0)  c. Venous blood (pH ~ 7.35)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter20: Carboxylic Acids And Nitriles
Section20.3: Biological Acids And The Henderson–hasselbalch Equation
Problem 5P: Calculate the percentages of dissociated and undissociated forms present in the following solutions:...
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Many drugs are either weak acids or weak bases. Acetaminophen is a weak base, the acid form of which has pKa=9.5. Estimate the ration of (protonated/deprotonated) acetaminophen in each of the physiologic environment below: 

a. Stomach (pH ~ 2.0) 

b. Small intestine (pH ~ 8.0) 

c. Venous blood (pH ~ 7.35) 

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