Draw the structures of the compounds mentioned in the questions below. Circle the functional group that can be ionized You must show your calculations. Benzoic acid has a pK, of 4.20. If it is present in urine that has a pH of 5.68, what is the ratio of the concentrations of the ionized to un-ionized chemical? Calculate the fraction of the total amount of benzoic acid that is ionized in the urine. Aniline has a pKa of 4.6. If it is present in urine that has a pH of 5.45, what is the percentage of aniline that is ionized in the urine? A chemical is subjected to a partition coefficient measurement using 1-octanol and water. After equilibration and separation of the phases, the following concentrations of the chemical were measured. 1-octanol phase Water phase 0.139 µg/ml Calculate the log Kow for the chemical. 274 µg/ml

Draw the structures of the compounds mentioned in the questions below. Circle the functional group that can be ionized You must show your calculations. Benzoic acid has a pK, of 4.20. If it is present in urine that has a pH of 5.68, what is the ratio of the concentrations of the ionized to un-ionized chemical? Calculate the fraction of the total amount of benzoic acid that is ionized in the urine. Aniline has a pKa of 4.6. If it is present in urine that has a pH of 5.45, what is the percentage of aniline that is ionized in the urine? A chemical is subjected to a partition coefficient measurement using 1-octanol and water. After equilibration and separation of the phases, the following concentrations of the chemical were measured. 1-octanol phase Water phase 0.139 µg/ml Calculate the log Kow for the chemical. 274 µg/ml

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

Chapter4: Acids And Bases

Section4.6: Molecular Structure And Acidity

Problem 1Q: Acid-Base Equilibria Many factors contribute to the acidity of organic compounds. Electronegativity,...

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Acid-Base Equilibria Many factors contribute to the acidity of organic compounds. Electronegativity, resonance, induction, hybridization, aromaticity, and atomic size, all play a role. In the following comparisons, you are asked to identify the factor(s) that would be most important to analyze when predicting relative acidity, and then to predict the trend in acidity and pKa values. For each of the following pairs of compounds answer the following two multiple-choice questions. 1. What factor(s) are the most important to consider when predicting the relative acidity of the two compounds? a. Electronegativity of the atom possessing the hydrogen. b. Resonance stabilization of the anionic conjugate base. c. Inductive stabilization of the anionic conjugate base. d. Hybridization of the atom possessing the hydrogen. e. The atomic size of the atom possessing the hydrogen.
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What is the pH, along with the concentration of each form of serine, in a 0.020 M solution of serine?
An unknown compound, X, is thought to have a carboxyl group with a p?a of 2.5 and a second ionizable group with a p?a between 5.0 and 8.0. When 50.0 mL of 0.2 M NaOH is added to 75.0 mL of a 0.2 M solution of X at pH 2.5, the pH increases to 7.13. Calculate the p?a of the second ionizable group of X.
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