1. To separate an organic base, 3-nitroaniline, from neutral acetophenone, a solution of hydrochloric acid was added. The 3-nitroaniline forms a hydrochloride salt, and you are able to extract the compound into your aqueous layer, while the acetophenone remains in the organic layer. What would you add to the aqueous layer to recover the 3 -nitroaniline? ( 3 points) 2. Suppose you isolated the two compounds above but failed to label which came from the aqueous layer and which came from the organic layer. How could IR help you decide which was which? (E.g., the acetophenone would show a peak around ( qquad ) representing ( qquad ) , but the 3-nitroaniline would not.) Provide 3 differences expected. (6 points)
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This will deprotonate the ammonium ion of the 3-nitroaniline hydrochloride, converting it back to the free base, 3-nitroaniline, which is less soluble in water and can be extracted with an organic solvent. Show more…
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