You have been asked to separate N-methylmorpholine, a base, and benzhydroxamic a

Question

You have been asked to separate N-methylmorpholine, a base, and benzhydroxamic acid (below), which are currently partitioned between dichloromethane and water in a separatory funnel. To what aqueous PH value should you adjust the system such that the two compounds can be separated? Note: pKaH denotes the pKa value of a species' conjugate acid. Check all that apply. CH3 N-methylmorpholine pKaH 8.36 benzhydroxamic acid pKa = 8.88 Any value below 6 Any value below 8.36 Any value between 8.36 and 8.88 Any value above 8.88 Any value above 11 They cannot be effectively separated, since the pKa values given are so close.

Explanation / Answer

Answer is any value between 8.36 and 8.88. In this range N atom of benzhydroxamic acid will protonated and which is soluble in water while N atom of morpholine will remain same and will remain in dichloromethane solution. So can be easily separated by separating the these solvents.

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