09-29 - Give a structure consistent with the following data...

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Unformatted text preview: 9/29/2010 Give a structure consistent with the following data. On your quiz/workshop form, state what you learn from the data and give your answer to the problem. Students with a course ID that ends in the number credit. a. The formula C4H8O. b. The presence of one methyl group. c. The following infrared spectrum. ΞC-H -C-H =C=C-H O-H(s) CO2H CΞC C=C Structure? a. The formula C4H8O. b. The presence of one methyl group. c. The following infrared spectrum. C=O(s) 5 should turn in their answers for N-H CΞN A B C D E F Exam 1 Use the curved arrow formalism to show the bond making and bond breaking of each step of the following reaction. Add formal charges to the atoms to make the structures correct. 10 pts H O H O H O H O H O H O H O H H O H O O H Choose the order that has the following compounds arranged correctly with respect to increasing acidity. H + O H H C H C O F H C H H + O C O H H H + H C H C H O Choose the atom(s) that has a planar-trigonal shape. 1 9/29/2010 Choose the order that has the following resonance structures arranged correctly with respect to increasing stability. O H C N H H H H O C H N H H H O C H N H H H O C H N H H In the following reaction correctly identify the acid and conjugate base. i ii iii i A ii iii B i iii ii C ii i iii increasing stability increasing stability increasing stability ii D iii i E iii ii i increasing stability increasing stability A carbonyl compound is known to absorb light at two different wavelengths A molecular orbital diagram for this compound is given below. Choose the correct electronic transitions that would be responsible for the long and short wavelength absorptions. Propose a good synthesis of the following alcohol from compounds containing 4 carbons or less. OH A B D E F A. the long wavelength absorption = n to Ψ2 and the short wave absorption = Ψ1 to Ψ2. B. the long wavelength absorption = Ψ1 to Ψ2 and the short wave absorption = n to Ψ2. C. the long wavelength absorption = n to Ψ1 and the short wave absorption = Ψ1 to Ψ2. D. the long wavelength absorption = Ψ2 to Ψ1 and the short wave absorption = n to Ψ2. energy n C molecular orbital diagram for a C=O group What synthetic reaction could be used to prepare the above compound in one step? Propose a good synthesis of the following alcohol. Propose a good synthesis of the following alcohol. OH OH A B C D E F OH A B C D Which carbonyl group would be the best reactant for this step? 2 9/29/2010 Propose a good synthesis of the following alcohol. Propose a good synthesis of the following alcohol. OH A B D E F OH A B D E F O C O C O Li Li Br Propose a good synthesis of the following alcohol. Propose a good synthesis of the following alcohol. OH A B D E F OH A B D E F O C O C Li Li 1. Li 2. CH2=O 3. H2O Br OH Br OH Br Predict the product of the following reaction. H H OH Br Li H O Predict the product of the following reaction. H ? OH H Br Br Li Li H O H + H O Li Li O Br Li O Br Li A B C D E A B C D E 18 3 9/29/2010 Predict the product of the following reaction. D H OH Br Br Li Li + D O Li Li D O D O Br D A B C D E 19 4 ...
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