Exam 8: Alkenes: Structure and Preparation Via Elimination Reactions

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Draw the mechanism for the following dehydration. Draw the mechanism for the following dehydration.

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Which of the following is most reactive in an E1 reaction?

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What is (are) the most likely product(s) for the following reaction? What is (are) the most likely product(s) for the following reaction?

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Which of the following is the strongest nucleophile?

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How many distinct signals would appear in the (proton-decoupled) 13C NMR spectrum for the following compound? How many distinct signals would appear in the (proton-decoupled) <sup>13</sup>C NMR spectrum for the following compound?

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Draw the major product of the following reaction. Draw the major product of the following reaction.

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For the following dehydration, draw the structure of the intermediate carbocation. For the following dehydration, draw the structure of the intermediate carbocation.

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Draw the major product of the following reaction. Draw the major product of the following reaction.

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By what mechanism is the following reaction likely to occur? By what mechanism is the following reaction likely to occur?

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How would you change the following reaction conditions to favor an E2 mechanism? How would you change the following reaction conditions to favor an E2 mechanism?

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Which of the following alkyl halides would be more reactive in an E2 elimination?

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Which of the following is the IUPAC name for the following compound? Which of the following is the IUPAC name for the following compound?

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Draw the major product of the following elimination. Draw the major product of the following elimination.

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Which of the following is the correct mechanism for the elimination reaction of 2-bromo-2,3-dimethylbutane with methoxide?

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Which of the following is the correct structure of 2-methyl-1-butene?

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What is the product of the following elimination? What is the product of the following elimination?

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What is the structure of a rearranged carbocation that does not have a four-membered ring in the following acid-catalyzed dehydration of the following compound? What is the structure of a rearranged carbocation that does not have a four-membered ring in the following acid-catalyzed dehydration of the following compound?

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Which of the following is the correct structure of 4-methylcyclopentene?

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What is the degree of substitution of the following alkene? What is the degree of substitution of the following alkene?

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Draw the mechanism and product for the following elimination, without using rearrangement. Draw the mechanism and product for the following elimination, without using rearrangement.

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