Exam 11: Nucleophilic Substitution and Elimination Reactions 1: Competition Among Sn2,sn1,e2,and E1 Reactions

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What is the major product of the following reaction? What is the major product of the following reaction?

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Which is the best (strongest)nucleophile for an SN2 reaction? Which is the best (strongest)nucleophile for an S<sub>N</sub>2 reaction?

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Show how the following alkyne can be synthesized from an acetylide ion and an alkyl halide. Show how the following alkyne can be synthesized from an acetylide ion and an alkyl halide.

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Which of the following leaving groups will provide the fastest rate of reaction in an SN1 mechanism? Which of the following leaving groups will provide the fastest rate of reaction in an S<sub>N</sub>1 mechanism?

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List all the reaction mechanisms that are possible with a tertiary alkyl halide.Choose from SN1, E1,SN2, and E2 mechanisms.

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Which attacking species would favor an E2 reaction over an SN2 reaction? Which attacking species would favor an E2 reaction over an S<sub>N</sub>2 reaction?

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Which of the following halides would undergo an SN2 reaction at the fastest rate? Which of the following halides would undergo an S<sub>N</sub>2 reaction at the fastest rate?

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Identify the reagent that best completes the following reaction. Identify the reagent that best completes the following reaction.

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For the following set of reaction conditions,use the table below to identify which mechanism is favored by each factor,and determine which mechanism is favored overall.Also supply the expected product. For the following set of reaction conditions,use the table below to identify which mechanism is favored by each factor,and determine which mechanism is favored overall.Also supply the expected product.      For the following set of reaction conditions,use the table below to identify which mechanism is favored by each factor,and determine which mechanism is favored overall.Also supply the expected product.

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Which solvent would be best for an SN1 reaction?

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Rank the following leaving groups' ability to leave in an E1 reaction from worst leaving group to best leaving group. Rank the following leaving groups' ability to leave in an E1 reaction from worst leaving group to best leaving group.

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Supply a base that would favor the following elimination product over a substitution product. Supply a base that would favor the following elimination product over a substitution product.

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Identify the reagent(s)that will best complete the following reaction. Identify the reagent(s)that will best complete the following reaction.

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Which reaction mechanism(s)will be favored by a high concentration of Br ?

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What reagent(s)can be used to successfully complete the following reaction? What reagent(s)can be used to successfully complete the following reaction?

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Identify the major product(s)of the following reaction. Identify the major product(s)of the following reaction.

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Which reaction mechanism(s)would be favored by the following conditions? Which reaction mechanism(s)would be favored by the following conditions?

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Which mechanism(s)would be favored under the following reaction conditions? Which mechanism(s)would be favored under the following reaction conditions?

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Rank the following attacking species in order of slowest reacting to fastest reacting in an E2 reaction. Rank the following attacking species in order of slowest reacting to fastest reacting in an E2 reaction.

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Using the two reactants shown below,draw the mechanisms and products for reactions based on four different mechanisms: SN1,E1,SN2,and E2. Using the two reactants shown below,draw the mechanisms and products for reactions based on four different mechanisms: S<sub>N</sub>1,E1,S<sub>N</sub>2,and E2.

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