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If you mistakenly extracted the ether solution of the mixture with NaOH first instead of NaHCO3,...

If you mistakenly extracted the ether solution of the mixture with NaOH first instead of NaHCO3, what would happen? And why? Briefly Explain.

The three compounds in the mixture were: p-toluic acid(pKa=4.2 strong acid), p-tert butyl phenol(pKa=10.2 weak acid) and acetanilide (pka=20 neutral)

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