CEM_143_quiz_9_key - 13 C NMR spectrum of the xylene sample...

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CEM 143 QUIZ 9 14 April 2008 Name ________________ KEY ____________________ Section _______ 1. (8 pts.) Compound Z (C 2 H 6 O) reacts with an oxidizing agent to give Y (C 2 H 4 O). The infra-red (IR) spectrum of Z shows a broad band centered near 3400 cm -1 . The IR spectrum of Y shows a strong band near 1700 cm -1 . In the 1 H NMR spectrum of Y , there is a distinctive signal at 10.3 ppm. What is the significance of broad band centered near 3400 cm -1 ? Indicates an O-H bond in molecule Z What is the structure of Z ? What is the structure of Y ? What was the oxidizing reagent? PCC 2. (4 pts.) An unknown compound was identified as xylene (dimethyl benzene), but which isomer is it? You run a
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Unformatted text preview: 13 C NMR spectrum of the xylene sample and find that the spectrum contains four 13 C resonances (signals). Circle the isomer that matches the spectral data. CH 3 CH 3 CH 3 CH 3 CH 3 CH 3 CH 3 CH 2 OH C O H H 3 C 3. (8 pts.) Below are the NMR spectral data for compound X (C 3 H 6 O 2 ). The integrated intensities of each signal are shown above each resonance. In addition to the NMR data, IR measurements showed a strong absorption band near 1700 cm-1 . Show your work to receive partial credit for this problem. Structure of compound X. 1 2 3 4 5 6 7 8 9 ppm 50 100 150 200 ppm 1 H NMR 3 H 3 H 13 C NMR C O OCH 3 H 3 C H 3 C C O H 3 C...
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This note was uploaded on 07/25/2008 for the course CEM 143 taught by Professor Baker during the Spring '08 term at Michigan State University.

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CEM_143_quiz_9_key - 13 C NMR spectrum of the xylene sample...

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