Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 2.10, Problem 37P
As long as the pH is not less than _______, at least 50% of a protonated
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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.
True or false
Acidic drugs tend to ionize in basic medium.
Basic drugs tend to be absorbed in basic environment, like the duodenum.
Acidic drugs are excreted faster if the urine is acidic.
Basic drugs remain unionize in a basic environment.
Polarity of the drug increases as the number of carbon increases in a compound.
Relative Strengths of oxyacids and Amines
Part A
Relative oxyacid strength
The strength of an acid is affected by the polarity of the bond connected to the acidic hydrogen. The more highly polarized this bond, the more easily the hydrogen is ionized. Electronegative atoms or groups of atoms present in the structure of an acid can act to withdraw electrons and produce additional polarization.
Two common groups of acids to which this principle can be applied are oxyacids and carboxylic acids.
Arrange the following oxyacids in order of decreasing acid strength.
Rank from strongest to weakest acid. To rank items as equivalent, overlap them.
View Available Hint(s)
Strongest acid
The correct ranking cannot determined.
HCIO₁ HClO₂ HBrO
HCIO
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Weakest acid
Review | Constants | Periodic Table
Chapter 2 Solutions
Organic Chemistry
Ch. 2.1 - Which of the following are not acids? CH3COOH CO2...Ch. 2.1 - Draw the products of the addbase renc1 ion when a....Ch. 2.1 - a. What is the conjugate acid of each or the...Ch. 2.2 - a. Which is a stronger acid: one with a pKa of 5.2...Ch. 2.2 - An acid has a Ka of 4.53 106 in water. What is...Ch. 2.2 - Prob. 6PCh. 2.2 - Antacids are compounds that neutralize stomach...Ch. 2.2 - Are the following body fluids acidic or basic? a....Ch. 2.3 - Draw the conjugate acid of each of the following:...Ch. 2.3 - a. Write an equation showing CH3OH reacting as an...
Ch. 2.3 - Estimate the pKa values of the following...Ch. 2.3 - a. Which is a stronger base: CH3COO or HCOO? (The...Ch. 2.3 - Using the pKa values in Section 2.3, rank the...Ch. 2.4 - Prob. 14PCh. 2.5 - a. For each of the acid-base reactions in Section...Ch. 2.5 - Ethyne has a pKa value of 25, water has a pKa...Ch. 2.5 - Which of the following bases can remove a proton...Ch. 2.5 - Calculate the equilibrium constant for the...Ch. 2.6 - Rank the ions (CH3, NH2, HO, and F) from most...Ch. 2.6 - Rank the carbanions shown in the margin from most...Ch. 2.6 - Which is the stronger acid?Ch. 2.6 - Prob. 22PCh. 2.6 - Rank the halide ions (F, Cl, Br, and l) from...Ch. 2.6 - a. Which is more electronegative, oxygen or...Ch. 2.6 - Which is a stronger acid? a. HCl or HBr b....Ch. 2.6 - a. Which of the halide ions (F, Cl, Br, and l) is...Ch. 2.6 - Prob. 27PCh. 2.7 - What is a stronger acid? a. CH3OCH2CH2OH or...Ch. 2.7 - Prob. 29PCh. 2.7 - What is a stronger base?Ch. 2.8 - Fosamax (shown on the previous page) has six...Ch. 2.8 - Which is a stronger acid? Why?Ch. 2.8 - Prob. 34PCh. 2.9 - Using the table of pKa values given in Appendix I,...Ch. 2.10 - Prob. 36PCh. 2.10 - As long as the pH is not less than _______, at...Ch. 2.10 - A naturally occurring amino acid such as alanine...Ch. 2.10 - For each of the following compounds, indicate the...Ch. 2.11 - Write the equation that shows how a buffer made by...Ch. 2.12 - Draw the products of the following react ions. Use...Ch. 2.12 - What product are formed when each of the following...Ch. 2 - a. Rank the following alcohols from strongest to...Ch. 2 - Which is a stronger base? a. HS or HO b. CH3O or...Ch. 2 - According to the explanations by Lewis, if a...Ch. 2 - a. Rank the following carboxylic acids from...Ch. 2 - Prob. 51PCh. 2 - For the following compound. a. draw its conjugate...Ch. 2 - Rank the following compounds from strongest to...Ch. 2 - Prob. 54PCh. 2 - Prob. 55PCh. 2 - a. Rank the following alcohols from strongest to...Ch. 2 - For each compound, indicate the atom that is most...Ch. 2 - a. Given the Ka values, estimate the pKa value of...Ch. 2 - A single bond between two carbons with different...Ch. 2 - Tenormin, a member of the group of drugs known as...Ch. 2 - From which of the following compounds can HO...Ch. 2 - a. For each of the following pairs of reactions,...Ch. 2 - Prob. 63PCh. 2 - Which is a stronger acid? a. b. c. d.Ch. 2 - Prob. 65PCh. 2 - Given that pH+ pOH = 14 and that the concentration...Ch. 2 - How could you separate a mixture of the following...Ch. 2 - Prob. 68PCh. 2 - a. If an add with a pKa of 5.3 is in an aqueous...Ch. 2 - Calculate the pH values of the following...Ch. 2 - Prob. 1PCh. 2 - Prob. 2PCh. 2 - Prob. 3PCh. 2 - Which of the reactions in Problem 3 favor...Ch. 2 - Prob. 5PCh. 2 - Prob. 6PCh. 2 - Prob. 7PCh. 2 - Which is the stronger acid? a. ClCH2CH2OH or...Ch. 2 - Prob. 9PCh. 2 - Prob. 10PCh. 2 - Which is a more stable base? Remembering that the...Ch. 2 - Which is the Stronger acid?Ch. 2 - Prob. 13PCh. 2 - a. Draw the structure of (CH3COOH (pKa = 4.7) at...
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- 16-35 (Chemical Connections 16B ) What is an alkaloid? Are all alkaloids basic to litmus?arrow_forwardComplete the equation to show how pyridine, C, H, N, acts as a Brønsted-Lowry base in water. equation: C₂H₂N+H₂O=arrow_forwardA carboxylic acid has a pKa of 6.00. Which of the following statements is true? O A. There is an equimolar ratio of the acid and its conjugate base when the pH is 6.00. B. Half of the acid will be deprotonated when the pH = 3. O C. Half of the acid will be protonated when the pH = 12. D. The acid will be completely neutralized when the pH = 7.00. %3!arrow_forward
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