Exam 9: Nucleophilic Substitution and Beta-Elimination

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What is the equation for the rate of formation of tert-butyl alcohol from the reaction of tert-butyl bromide (t-BuBr) with water by an SN1 mechanism?

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Which of the following statements is true regarding the reaction of tert-butyl bromide with water?

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Which of the following is not a characteristic of SN2 reactions?

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?

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What is the major organic product obtained from the following reaction?

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Which of the following is most likely to undergo rearrangement during reaction with methanol? Which of the following is most likely to undergo rearrangement during reaction with methanol?

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Which of the following is the best leaving group in an SN2 reaction?

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What is(are) the major organic product(s) obtained from the following substitution reaction? What is(are) the major organic product(s) obtained from the following substitution reaction?

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The reaction of methyl iodide with sodium azide, NaN3, proceeds by an SN2 mechanism. What is the effect of doubling the concentration of NaN3 on the rate of the reaction?

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What is the equation for the rate of formation of 2-methoxypropane, (CH3CH(OCH3)CH3, from the reaction of 2-bromopropane (i-PrBr) with sodium methoxide (NaOCH3)?

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?

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Which of the following represents the transition state of the reaction between methyl iodide and ammonia? Which of the following represents the transition state of the reaction between methyl iodide and ammonia?

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What is the major organic product(s) obtained from the following reaction? What is the major organic product(s) obtained from the following reaction?

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The reaction of 1-bromopropane with sodium iodide gives 1-iodopropane. What is the effect of doubling the concentration of NaI on the rate of the reaction?

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?

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Which of the following anions is the most nucleophilic in polar aprotic solvents?

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Draw all of the chloroalkanes that undergo base-promoted dehydrochlorination to form the following alkene? Draw all of the chloroalkanes that undergo base-promoted dehydrochlorination to form the following alkene?

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Which of the following represents the transition state of the rate-determining step in the reaction between tert-butyl iodide and water leading to elimination? Which of the following represents the transition state of the rate-determining step in the reaction between tert-butyl iodide and water leading to elimination?

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What is the best choice of reagent to perform the following transformation? What is the best choice of reagent to perform the following transformation?

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