Organic Chemistry (Package) (Looseleaf)
7th Edition
ISBN: 9780321939036
Author: Bruice
Publisher: PEARSON
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Chapter 2, Problem 58P
a. Given the Ka values, estimate the pKa value of each of the following acids without using a calculator (that is, is it between 3 and 4, between 9 and 10, and soon?):
- 1. nitrous acid (HNO2), Ka = 4.0 × 10–4
- 2. nitric acid (HNO3), Ka = 22
- 3. bicarbonate (
- 4. hydrogen cyanide (HCN), Ka. = 7.9 × 10–10
- 5. formic acid (HCOOH), Ka = 2.0 × 10–4
- 6. phosphoric acid (H3PO4), Ka = 2.1
b. Determine the exact pKa values, using a calculator.
c. Which is the strongest acid?
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Given the Ka values, estimate the pKa value of each of the following acids without using a calculator (that is, is it between 3 and 4, between 9 and 10, and so on?):
Phosphoric acid (H3PO4) has 3 dissociable protons with the pKa values shown. Which form of phosphoric acid predominates in a solution at pH 4? Explain.
Acid pKa
H3PO4 2.14
H2PO4- 6.86
HPO42- 12.4
Calculate pKa values from the following Ka’s and vice versa:a. Nitromethane, Ka = 5.0 x 10^-11
b. Acetone, pKa = 19.3
c. Acrylic acid, Ka = 5.6 x 10^-5
d. Formic acid, pKa = 3.75
Chapter 2 Solutions
Organic Chemistry (Package) (Looseleaf)
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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- Calculate Ka values from the following pKa’s:(a) Acetone, pKa 5 19.3 (b) Formic acid, pKa 5 3.75arrow_forwardWhich statement about the pKa value is false? * A- The pKa value is calculated from the equilibrium constant for the dissociation of the acid. B- The pKa value is a measure of the strength of an acid. C- The pKa value of a given acid gives an indication of the strength of the conjugate base of that acid. D- A larger pKa value indicates a stronger acid and a weaker associated conjugate base. E- All of these statements are correct.arrow_forwardThe Ka for an acid is 7.91 x 10-29. Calculate the pKa for this acid.arrow_forward
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