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Given the following substitution reaction,what would be the effect of changing the solvent from CH3OH to (CH3) 2S=O? CH3(CH2) 5Br + NaOH ® CH3(CH2) 5OH + Br-


A) The rate would decrease because SN1 reactions are favored by polar protic solvents.
B) The rate would increase because SN2 reactions are favored by polar aprotic solvents.
C) The rate would increase because SN1 reactions are favored by polar protic solvents.
D) The rate would decrease because SN2 reactions are favored by polar aprotic solvents.

E) A) and D)
F) C) and D)

Correct Answer

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Which of the following alkyl halides would react the fastest with H2O in SN1 reaction? CH3CH2CH2CH2Br,(CH3) 2CHCH2Br,CH3CH2CH(CH3) Br,(CH3) 3CBr


A) CH3CH2CH2CH2Br
B) (CH3) 2CHCH2Br
C) CH3CH2CH(CH3) Br
D) (CH3) 3CBr

E) All of the above
F) None of the above

Correct Answer

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


A) The reaction involves two steps and occurs fastest with primary alkyl halides.
B) The reaction involves one step and occurs fastest with primary alkyl halides.
C) The reaction involves one step and occurs fastest with tertiary alkyl halides.
D) The reaction involves two steps and occurs fastest with tertiary alkyl halides.

E) None of the above
F) B) and C)

Correct Answer

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Which of the following is the most nucleophilic?


A) CH4
B) H2O
C) NH3
D) HF

E) A) and B)
F) None of the above

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Which of the following carbocations is the most stable? Which of the following carbocations is the most stable? A) I B) II C) III D) IV


A) I
B) II
C) III
D) IV

E) C) and D)
F) B) and C)

Correct Answer

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Rank the following in order of increasing leaving group ability,putting the worst leaving group first. Rank the following in order of increasing leaving group ability,putting the worst leaving group first. A) IV < II < III < I B) III < IV < I < II C) II < IV < I < III D) I < III < II < IV


A) IV < II < III < I
B) III < IV < I < II
C) II < IV < I < III
D) I < III < II < IV

E) None of the above
F) All of the above

Correct Answer

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Which of the following alkyl halides would react the fastest with -OH in SN2 reaction? CH3CH2Br,CH3CH2Cl,CH3CH2F,CH3CH2I


A) CH3CH2Br
B) CH3CH2Cl
C) CH3CH2F
D) CH3CH2I

E) B) and D)
F) C) and D)

Correct Answer

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound? A) 2-Bromo-5-methyloctane B) 2-Bromo-3-methylheptane C) 2-Bromo-5-methylheptane D) 6-Bromo-3-methylheptane


A) 2-Bromo-5-methyloctane
B) 2-Bromo-3-methylheptane
C) 2-Bromo-5-methylheptane
D) 6-Bromo-3-methylheptane

E) B) and C)
F) A) and D)

Correct Answer

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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? A) Only I B) Only II C) I and II D) None


A) Only I
B) Only II
C) I and II
D) None

E) All of the above
F) B) and C)

Correct Answer

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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? A) Only I B) Only II C) I and II D) None


A) Only I
B) Only II
C) I and II
D) None

E) A) and D)
F) B) and D)

Correct Answer

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Which of the following statements about SN2 reactions is true?


A) The rate of reaction is dependent on just the substrate.
B) The fastest reaction will occur with a tertiary alkyl halide.
C) The mechanism is a two-step process.
D) Displacement occurs with inversion of configuration.

E) A) and C)
F) A) and B)

Correct Answer

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Which of the following statements is not true?


A) All good leaving groups are weak bases with strong conjugate acids.
B) Left-to-right across a row of the periodic table,leaving group ability increases.
C) Down a column of the periodic table,leaving group ability increases.
D) Equilibrium favors the products of the nucleophilic substitution when the leaving group is a stronger base than the nucleophile.

E) A) and B)
F) A) and C)

Correct Answer

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Which of the following statements is true?


A) All good leaving groups are strong bases with weak conjugate acids.
B) Left-to-right across a row of the periodic table,leaving group ability decreases.
C) Down a column of the periodic table,leaving group ability decreases.
D) The conjugate bases of strong acids are good leaving groups.

E) A) and B)
F) A) and C)

Correct Answer

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