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Which of the following alkyl halides will undergo the slowest SN1 reaction? Which of the following alkyl halides will undergo the slowest S<sub>N</sub>1 reaction?   A)  I B)  II C)  III D)  IV E)  V


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

F) A) and B)
G) A) and C)

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Which of the following is NOT a nucleophile?


A) OH-
B) NH3
C) CH3OH
D) NH4+
E) All of these

F) A) and C)
G) A) and D)

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Which of the following is a substitution reaction? Which of the following is a substitution reaction?   A)  I B)  II C)  III D)  IV


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

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

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Provide the reagents necessary to carry out the following conversion. Provide the reagents necessary to carry out the following conversion.

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Which of the following alkyl halides will undergo the fastest SN1 reaction? Which of the following alkyl halides will undergo the fastest S<sub>N</sub>1 reaction?   A)  I B)  II C)  III D)  IV E)  V


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

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

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Predict the product for the following SN1 reaction. Predict the product for the following S<sub>N</sub>1 reaction.   A)  I B)  II C)  III D)  IV


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

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

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Predict the product for the following reaction. Predict the product for the following reaction.   A)  I B)  II C)  III D)  IV E)  None of these


A) I
B) II
C) III
D) IV
E) None of these

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

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

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1,1-dibrom...

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Which of the following is true about the stereochemistry of SN1 reaction?


A) retention of configuration at the electrophilic center
B) inversion of configuration at the electrophilic center
C) 50:50 mixture of retention and inversion of configuration at the electrophilic center
D) slightly more inversion than retention at the electrophilic center
E) slightly more retention than inversion at the electrophilic center

F) None of the above
G) A) and D)

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Which of the following compounds will undergo rearrangement in an SN1 reaction? Which of the following compounds will undergo rearrangement in an S<sub>N</sub>1 reaction?   A)  I B)  II C)  III D)  IV E)  V


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

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

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Which of the following is the rate equation for the following SN1 reaction? Which of the following is the rate equation for the following S<sub>N</sub>1 reaction?   A)  Rate = k[H<sub>2</sub>O] B)  Rate = k[1-chloro-1-methylcyclohexane] [H<sub>2</sub>O] C)  Rate = k[chloride ion] D)  Rate = k[1-chloro-1-methylcyclohexane]


A) Rate = k[H2O]
B) Rate = k[1-chloro-1-methylcyclohexane] [H2O]
C) Rate = k[chloride ion]
D) Rate = k[1-chloro-1-methylcyclohexane]

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

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What set of reaction conditions would favor an SN1 reaction on 2-bromo-3-methylbutane?


A) weak nucleophile in a protic solvent
B) weak nucleophile in an aprotic solvent
C) strong nucleophile in a protic solvent
D) strong nucleophile in an aprotic solvent

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

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Rank the following compounds from most to least reactive in an SN1 reaction. Rank the following compounds from most to least reactive in an S<sub>N</sub>1 reaction.   A)  I>IV>II>III B)  II>III>I>IV C)  III>II>I>IV D)  I>III>II>IV E)  IV>III>I>II


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

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

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Predict the product for the following reaction. Predict the product for the following reaction.

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Predict the major product for the following reaction. Predict the major product for the following reaction.   A)  I B)  II C)  Both II & III D)  Both I & IV E)  V


A) I
B) II
C) Both II & III
D) Both I & IV
E) V

F) C) and D)
G) A) and B)

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Predict the product for the following reaction. Predict the product for the following reaction.   A)  I B)  II C)  III D)  IV E)  None of these


A) I
B) II
C) III
D) IV
E) None of these

F) C) and D)
G) B) and D)

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Which of the following is a primary alkyl halide?


A) (CH3) 2CHCH2Cl
B) (CH3) 2CClCH2CH3
C) (CH3) 2CHCHClCH3
D) (CH3) 2CHCH2CCl(CH3) 2

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

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Which of the following alkyl halides is essentially unreactive in an SN2 reaction? Which of the following alkyl halides is essentially unreactive in an S<sub>N</sub>2 reaction?   A)  I B)  II C)  III D)  IV E)  V


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

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

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Predict the product for the following SN2 reaction. Predict the product for the following S<sub>N</sub>2 reaction.   A)  I B)  II C)  III D)  IV E)  V


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

F) A) and B)
G) A) and C)

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What set of reaction conditions would favor an SN2 reaction on 2-bromo-3-methylbutane?


A) weak nucleophile in a protic solvent
B) weak nucleophile in an aprotic solvent
C) strong nucleophile in a protic solvent
D) strong nucleophile in an aprotic solvent

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

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