Ciprofloxacin has a carboxylic acid group of pKa 6.09 and a secondary amine group of pKa 8.74. Using the Henderson-Hasselbalch equation, determine determine which functional groups of the molecule will be ionized in the stomach (pH 1) and in the colon (pH 6). Show your calcultions. It is not necessary to calculate the degree of ionization. HN, pka 8.74 Ciprofloxcin COOH pka 6.09

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
QUESTION 11
Ciprofloxacin has a carboxylic acid group of pKa 6.09 and a secondary amine group of pKa 8.74. Using the Henderson-Hasselbalch equation, determine determine which functional groups of the molecule will be
ionized in the stomach (pH 1) and in the colon (pH 6). Show your calcultions. It is not necessary to calculate the degree of ionization.
HN
pka 8.74
F
`N
Ciprofloxcin
`N
COOH
pka 6.09
Transcribed Image Text:QUESTION 11 Ciprofloxacin has a carboxylic acid group of pKa 6.09 and a secondary amine group of pKa 8.74. Using the Henderson-Hasselbalch equation, determine determine which functional groups of the molecule will be ionized in the stomach (pH 1) and in the colon (pH 6). Show your calcultions. It is not necessary to calculate the degree of ionization. HN pka 8.74 F `N Ciprofloxcin `N COOH pka 6.09
Expert Solution
Step 1

Due to the acidic nature of carboxylic acids, their level of dissociation is directly related to the pH of the solution. Under acidic conditions (low pH), carboxylic acids are almost completely undissociated and exist primarily in their protonated form (RCOOHRCOOH). Under, basic conditions (high pH), carboxylic acids become nearly completely dissociated into their deprotonated carboxylate form (RCOORCOO). Because the environment inside a living cell is an aqueous buffer with a nearly neutral pH = 7.3 (sometimes referred to as the physiological pH

trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps

Blurred answer
Knowledge Booster
Applications of Molecular Spectroscopy
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY