3) The mechanism shown in the textbook for the hydrolysis of acetamide ( proceod

Question

3) The mechanism shown in the textbook for the hydrolysis of acetamide ( proceods via the elimination of NH2. seams unlikoly under these CH CONH2) with NaOH However, the formation of such a strong base such as NH2 NaOH, consider the following equilibriurn. conditions. To predict how unlikely it is to form NiH2 in the presence of The equilibrium for this acid-base reaction pKa's for the acids on each side of the equilibrium. The equililbrium les far to the left. Calculate how far to the left by labeling the constant is topkake er

Explanation / Answer

The equilibrium is

N H3 + NaOH -----------------> H2O + NaNH2

pka of water = 16

pKa of NH3 = -35

Keq. = 10pKa(right ) -pKa(left)

= 10-35 -16

  =10-41

Thus the equilibrium almost lies to the left only.

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