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272_SP11_quiz3_sol - ppm Suggest an explanation A picture...

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Chain Chem 272 Quiz 3 1. Each of these compounds is a hemiacetal and can therefore arise from an alcohol and a carbonyl compound. In each case, provide the structures of the alcohol and carbonyl compound that can form these hemiacetals. 2. This hydroxyketone shows no peaks in its IR spectrum between 1600 and 1800 cm -1 but it does show a broad absorption from 3000 to 3400 cm -1 . In the 13 C spectrum, there are no peaks above 150 ppm, but there is a peak at 110
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Unformatted text preview: ppm. Suggest an explanation. A picture is worth a thousand words in this case. Name: a) b) c) O OH OH H 3 CO OH OCH 3 O O OCH 3 HO CH 3 O H 3 C CH 3 Answer Key O CH 3 OH H 3 C H 3 C No C=O, so no IR peak between 1600 and 1800 cm-1 . The OH is responsible for the absorption from 3000 to 3400 cm-1. The carbon bonded to two oxygens is likely the one at 110 ppm in the 13 C spectrum. HO O H O O H 3 C OH H 3 C OH HO HO OCH 3 O H...
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