Answer the following questions regarding the acid base reaction described below:

Question

Answer the following questions regarding the acid base reaction described below: In a mixture containing 2.4g of propanoic acid (CH3CH2COOH) and 2.6g of acetanilide (Molecular Wts: CH3CH2COOH = 74 g/mole; KOH = 56 g/mole),

a. Name an organic solvent that could be used to dissolve the mixture prior to extraction of the mixture with 2 M KOH in a separatory funnel________________

b. Calculate how much of a 2M KOH is required to completely extract the benzoic acid from the mixture (assume that the mixture is only benzoic acid)

c. After leaving the mixing to stand, which layer is at the top and which is at the bottom and why?

d. Write the equation for the reaction of propanoic acid with KOH.

e. How would you regenerate propanoic acid from this mixture? Write an equation to support your answer.

Explanation / Answer

(d). The acid (propionic acid) and base (KOH) will react to give the potassium salt of the acid and water:

CH3CH2C(O)OH + KOH --> CH3CH2C(O)OK + H2O

Note assuming these solutions are water solutions, the salt will actually be dissolved and in the form of ions: CH3CH2C(O)O- and K+

The (O) is the carbonyl oxygen of the organic acid.

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