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If one of the hydrogens bonded to the carbon atom in acetic acid is replaced by...

If one of the hydrogens bonded to the carbon atom in acetic acid is replaced by a chlorine atom, monochloroacetic acid is formed, CH2ClOOH.

Draw the Lewis structure for monochloroacetic acid.

The pKa of monochloroacetic acid is 2.865 at 25oC. Compare this pKa to that of acetic acid and sugegest a explanation for the large differences in pKa values. Hint: see you textbook under the topic of strength of acids and molecular structure.

Estimate the pH of a 0.10 M monochloroacetic acid. What is the approximate percent of ionization for this acid?

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