Exam 7: Alkyl Halides and Nucleophilic Substitution

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For the following reaction, use the identity of the alkyl halide and nucleophile to determine which substitution mechanism occurs. Then determine which solvent affords the faster reaction. For the following reaction, use the identity of the alkyl halide and nucleophile to determine which substitution mechanism occurs. Then determine which solvent affords the faster reaction.

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?

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

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Which of the following statements is not true?

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Rank the following in order of decreasing leaving group ability, putting the best first. I II III IV

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Rank the following ions in order of increasing nucleophlicity in polar protic solvents, starting with the least nucleophilic ion. I II III IV

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What is the product of the nucleophilic substitution reaction shown below? What is the product of the nucleophilic substitution reaction shown below?

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What is the product of the nucleophilic substitution reaction shown below? What is the product of the nucleophilic substitution reaction shown below?

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What is the starting material in the reaction shown below? What is the starting material in the reaction shown below?

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Which of the following statements about the SN2 mechanism for nucleophilic substitution reactions is true?

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Which of the following statements about the Hammond postulate is true?

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Which of the following statements about an SN1 reaction mechanism is true?

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Which of the following statements about the reactions of alkyl halides is true?

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Which of the following statements is not true?

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?

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The reaction of tert-butyl bromide, (CH3)3CBr, with ethanol affords the substitution product tert-butyl ethyl ether, (CH3)3COCH2CH3, in acidic conditions. What would happen to the rate of the reaction if the concentration of ethanol was doubled?

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?

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Which of the following carbocations is the most stable? Which of the following carbocations is the most stable?

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?

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Which of the following alkyl halides is a vinyl alkyl halide? Which of the following alkyl halides is a vinyl alkyl halide?

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