exam_answers_Practice_EXAM_2_KEY

Exam_answers_Practic - 1 For a H1-NMR assign the multiplicity of the circled proton in each molecule shown below(9 points Pentet 2 In order of

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1. For a H1-NMR, assign the multiplicity of the circled proton in each molecule shown below. (9 points) 2. In order of increasing chemical shift rank the circled protons on the molecules shown below. (1 = smallest chemical shift, least downfield, 3 = largest chemical shift, most downfield) (8 points) I~' I~' I~' I , I , I , I I I , I , i- i- i- H '.,' H H '. " H H '.,' H /Si, /N, 0 Me I Me Me Me Me/ Me CO [I] [3]
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3. In order of increasing rates of reactivity with m-chloroperbebzoic acid (MCPBA) (reaction shown below) rank the alkenes shown below. (1 = least reactive, slowest 3 = most reactive, fastest) (6 points) ( R 1> R ~o o 4. Assign the signals from the C 13 -NMR to the molecule shown below (8 points) PPM A B C D . 180 160 140 120 1QO 80 sb 4b 20 2
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---------------------- 5. Suggest three possible combinations of Grignard Reagent (RMgX) and Carbonyl (aldehyde, ketone, ester or carboxylic acid) that could be used to generate the alcohol shown. Assume a dilute aqueous acid workup after each reaction. (12 points)
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This note was uploaded on 03/03/2010 for the course CHEM 237 taught by Professor Andersen during the Spring '08 term at University of Washington.

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Exam_answers_Practic - 1 For a H1-NMR assign the multiplicity of the circled proton in each molecule shown below(9 points Pentet 2 In order of

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