NO2 H2N 1. To separate an organic base, 3-nitroaniline, from neutral benzil, a s
ID: 1083555 • Letter: N
Question
NO2 H2N 1. To separate an organic base, 3-nitroaniline, from neutral benzil, 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 benzyl remains in the organic layer. What would you add to the aqueous layer to recover the 3-nitroaniline? 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.8, the benzyl would show a peak around nitroaniline would not.) Provide 3 differences expected. representing , but the 3Explanation / Answer
Answer 1): You need to add the base to the aqueous solution of recover the 3-nitroaniline because addition of base will neutralize the hydrochloride salt of 3-nitroaniline and will make 3-nitroaniline free.
Answer 2): The benzil would show a peak around 1650 cm-1 representing carbonyl group, but the 3-nitroaniline would not.
3-nitroaniline would show -N-H stretch around 3350 cm-1 but benzil would not.
3-nitroaniline would show -N-O stretch around 1537 and 1358 cm-1 but benzil would not.
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