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The labels on a shipment of the five chemicals A –E below were washed off by acc

ID: 888595 • Letter: T

Question

The labels on a shipment of the five chemicals A –E below were washed off by accident when the delivery truck went through a truckwash with the doors open. A clever student took infrared spectra of each of the resulting unknowns. Unknown #1 had a strong, broad IR absorption at 3400–3600 cm–1, and no absorptions between 1600 and 2900 cm–1. Unknown #2 had a strong absorption at 1680 cm–1 and no absorptions above 3100 cm–1. What are the structures of unknowns 1 and 2?

The labels on a shipment of the five chemicals A -E below were washed off by accident when the delivery truck went through a truckwash with the doors open. A clever student took infrared spectra of each of the resulting unknowns. Unknown #1 had a strong, broad IR absorption at 3400-3600 cm-1, and no absorptions between 1600 and 2900 cm-1, Unknown #2 had a strong absorption at 1680 cm-1 and no absorptions above 3100 cm-1. What are the structures of unknowns 1 and 2? NH2 OH OH Unknown #1 Unknown #2 O A O C O D O E O D

Explanation / Answer

The unknown compound -1 has a strong broad IR absorption at 3400–3600 cm-1 conforms that it has an - OH group. No absorptions between 1600 and 2900 cm–1 conforms the absence of other functional groups like ketone, primary amine. Hence the unknown compound - 1 is B.

The unknown compound -2 has a strong broad IR absorption at 1680 cm-1 conforms the presence of a C=C double bond. No absorptions above 1680 cm-1 conforms the absence of - OH group. Since C=C double bond is only present in the copound C, he the unknnce the unknown compound - 2 is C.

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