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What happens to the diethylamine that is not extracted from the organic layer when HCl is...

What happens to the diethylamine that is not extracted from the organic layer when HCl is added and than when KOH is added? Detail the result after addition of each reagent.

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Answer #1

When HCl is added to diethylamine in organic layer, following reaction will take place

(CH3CH2)2NH + HCl (CH3CH2)2NH2+

(CH3CH2)2NH2+ is soluble in water.

When KOH is added to (CH3CH2)2NH2+ , we will get back diethylamine back in aqueous solution

(CH3CH2)2NH2+ + KOH (CH3CH2)2NH

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