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Example #1: A student prepared a solution of salicylic acid (a monoprotic weak acid, MW = 138.123 g mol¯1) and measured the pH of the solution to be 2.430. Then, she evaporated 100.0 mL of the solution and collected 0.220 g of dry salicylic acid. What is the Ka of salicylic acid?
Solution:
1) Write the dissociation equation for salicylic acid, HSal:
HSal ---> H+ + Sal¯
2) Write the Ka expression for HSal:
Ka = ([H+] [Sal¯]) / [HSal]
3) Use the pH to determine [H+] and [Sal¯]:
[H+] = 10¯pH = 10¯2.20 = 3.71535 x 10¯3 M (some guard digits)
4) Determine molarity of HSal:
0.220 g / 138.123 g mol¯1 = 1.59278 x 10¯3 mol5) Calculate Ka:1.59278 x 10¯3 mol / 0.100 L = 1.59278 x 10¯2 M
Ka = [(3.71535 x 10¯3) (3.71535 x 10¯3)] / 1.59278 x 10¯2Ka = 8.67 x 10¯4
Comment: I did some Internet searching on the Ka of salicylic acid and found some striking differences in reported values. For example, I found "Quantitative Chemical Analysis" (by Daniel C. Harris) on Google Books. On page 183, he reports the pKa of salicylic acid to be 2.97; from that we see the Ka to be 1.07 x 10¯3, almost a 20% difference.
This is not to say any one number is wrong, just that various sources give different values for the Ka of salicylic acid. I just haven't fond an authoritative source for the value. Yet!
Example #2: An aqueuous solution containing 8.40 g/L of Cyanoacetic acid (abbreviated HCya), CH2CNCOOH has a pH of 1.77. What is the value of the Ka?
Solution:
1) Write the dissociation equation for HCya:
HCya ---> H+ + Cya¯
2) Write the Ka expression for HCya:
Ka = ([H+] [Cya¯]) / [HCya]
3) Use the pH to determine [H+] and [Cya¯]:
[H+] = 10¯pH = 10¯1.77 = 1.69824 x 10¯2 M (I kept some guard digits)
4) Determine molarity of HCya:
8.40 g / 85.0618 g mol¯1 = 9.875 x 10¯2 mol5) Calculate Ka:1.59278 x 10¯3 mol / 1.00 L = 9.875 x 10¯2 M
Ka = [(1.69824 x 10¯2) (1.69824 x 10¯2] / 9.875 x 10¯2Ka = 2.92 x 10¯3
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