Question

Suppose you isolated the two compounds above but failed to label which came from the aqueous...

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 benzyl would show a peak around _____ representing _____, but the 3- nitroaniline would not.) Provide 3 differences expected

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Answer #1

The difference in IR will be based on the stuctures of the two organic compounds

a) As benzil have C=O groups which are not present in nitroaniline so there will be distinct peak of C=O near 1650cm-1

b) Aniline has NH2 group so it will show two sharp peaks due to N-H stretching between 3350 - 3450cm-1. these sharp peaks will be missing in benzil

c) There will be two strong bands in nitroaniline due to nitro group (N-O stretching) near 1515-1550 & 1345-1380 cm-1.

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