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Ch.16 - Acid-Base Equilibria
Chapter 16, Problem 124

Cocaine is a weak organic base whose molecular formula is C17H21NO4. An aqueous solution of cocaine was found to have a pH of 8.53 and an osmotic pressure of 52.7 torr at 15 °C. Calculate the Kb for cocaine.

Verified step by step guidance
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Step 1: Convert the osmotic pressure from torr to atm. Use the conversion factor 1 atm = 760 torr.
Step 2: Use the osmotic pressure formula \( \pi = iMRT \) to find the molarity (M) of the solution. Assume the van't Hoff factor \( i = 1 \) for cocaine, and use the gas constant \( R = 0.0821 \text{ L atm K}^{-1} \text{ mol}^{-1} \) and temperature \( T = 15 + 273.15 \text{ K} \).
Step 3: Calculate the concentration of hydroxide ions \( [OH^-] \) using the pH value. First, find the pOH by subtracting the pH from 14, then use \( [OH^-] = 10^{-\text{pOH}} \).
Step 4: Use the expression for the base dissociation constant \( K_b = \frac{[OH^-]^2}{[B] - [OH^-]} \), where \([B]\) is the initial concentration of cocaine found in Step 2.
Step 5: Simplify the expression for \( K_b \) assuming \([OH^-] \ll [B]\), which allows you to approximate \( K_b \approx \frac{[OH^-]^2}{[B]} \).
Related Practice
Textbook Question

Atmospheric CO2 levels have risen by nearly 20% over the past 40 years from 320 ppm to 400 ppm. (a) Given that the average pH of clean, unpolluted rain today is 5.4, determine the pH of unpolluted rain 40 years ago. Assume that carbonic acid 1H2CO32 formed by the reaction of CO2 and water is the only factor influencing pH. CO21g2 + H2O1l2 Δ H2CO31aq2

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Textbook Question

At 50 °C, the ion-product constant for H2O has the value Kw = 5.48 * 10-14. (a) What is the pH of pure water at 50 °C? (b) Based on the change in Kw with temperature, predict whether ΔH is positive, negative, or zero for the autoionization reaction of water: 2 H2O1l2 Δ H3O+1aq2 + OH-1aq2

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Open Question
In many reactions, the addition of AlCl3 produces the same effect as the addition of H+. (a) Draw a Lewis structure for AlCl3 in which no atoms carry formal charges, and determine its structure using the VSEPR method. (b) What characteristic is notable about the structure in part (a) that helps us understand the acidic character of AlCl3?
Open Question
The iodate ion is reduced by sulfite according to the following reaction: IO3^- (aq) + 3 SO3^2- (aq) -> I^- (aq) + 3 SO4^2- (aq). The rate of this reaction is found to be first order in IO3^-, first order in SO3^2-, and first order in H+. (b) By what factor will the rate of the reaction change if the pH is lowered from 5.00 to 3.50? Does the reaction proceed more quickly or more slowly at the lower pH? (c) By using the concepts discussed in Section 14.6, explain how the reaction can be pH-dependent even though H+ does not appear in the overall reaction.
Textbook Question
Using dissociation constants from Appendix D, determine the value for the equilibrium constant for each of the following reactions. (i) HCO3-1aq2 + OH-1aq2 ΔCO32-1aq2 + H2O1l2 (ii) NH4+1aq2 + CO32-1aq2 ΔNH31aq2 + HCO3-1aq2
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