Question 1

Which of the following statements is not true regarding the SN2 reaction of (R) -2-bromobutane with sodium cyanide?

Accepted Answer

A)   the reaction proceeds with inversion of configuration
B)   the rate is proportional to the concentration of sodium cyanide
C)   the rate is proportional to the concentration of (R) -2-bromobutane
D)   the rate of the reaction is independent of the identity of the solventE) A) and B)
F) A) and C)

Question 2

Which of the following alkyl halides undergoes the fastest solvolysis reaction with methanol, CH3OH?

Accepted Answer

A)   methyl chloride
B)   ethyl chloride
C)   2-chloropropane
D)   tert-butyl chlorideE) B) and C)
F) None of the above

Question 3

Which of the following solvents is the best choice for the reaction of 1-chlorohexane with sodium bromide?

Accepted Answer

A)   water
B)   N,N-dimethylformamide
C)   hexane
D)   toluene, PhCH3E) C) and D)
F) A) and D)

Question 4

Which of the following alkyl halides undergoes the fastest SN2 reaction with sodium azide, NaN3?

Accepted Answer

A)   1-fluorohexane
B)   1-chlorohexane
C)   1-bromohexane
D)   1-iodohexaneE) A) and B)
F) C) and D)

Question 5

Which of the following alkyl halides undergoes the fastest solvolysis reaction with formic acid, HCOOH?

Accepted Answer

A)   tert-butyl fluoride
B)   tert-butyl chloride
C)   tert-butyl bromide
D)   tert-butyl iodideE) All of the above
F) A) and D)

Question 6

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

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) A) and D)
F) None of the above

Question 7

The following reaction would be classified as an elimination.

Accepted Answer

A) True 
 B)False

Question 8

Which of the following energy diagrams represents the course of an exothermic SN1 reaction? N1 reaction?   A)  1 B)  2 C)  3 D)  4" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) A) and B)
F) None of the above

Question 9

Which of the following most favors elimination rather substitution in a reaction with sodium methoxide?

Accepted Answer

A)   bromomethane
B)   bromoethane
C)   1-bromopropane
D)   2-bromopropaneE) B) and C)
F) B) and D)

Question 10

Which of the following represents the transition state of the rate-determining step in the SN1 reaction between tert-butyl chloride and water? N1 reaction between tert-butyl chloride and water?   A)  1 B)  2 C)  3 D)  4" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) B) and D)
F) None of the above

Question 11

Which of the following alkyl halides undergoes the fastest solvolysis reaction with ethanol, CH3CH2OH?

Accepted Answer

A)   methyl fluoride
B)   ethyl bromide
C)   2-chloropropane
D)   tert-butyl bromideE) A) and B)
F) None of the above

Question 12

Consider the reaction below to answer the following question:  The product of this reaction is

Accepted Answer

A) True 
 B)False

Question 13

In the case of a unimolecular nucleophilic substitution reaction, the reaction rate completely depends on the concentration of the _____.

Accepted Answer

The answer of In the case of a unimolecular nucleophilic...

Question 14

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

Accepted Answer

A)   only 1
B)   only 2
C)   only 3
D)   a mixture of 1 and 2E) A) and B)
F) All of the above

Question 15

Which of the following is not a characteristic of SN1 reactions?

Accepted Answer

A)   the electrophilic carbon undergoes inversion of stereochemistry
B)   the rate is proportional to the concentration of substrate
C)   the reaction proceeds faster in a more polar solvent
D)   the rate is independent of the concentration of nucleophileE) B) and C)
F) A) and D)

Question 16

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

Accepted Answer

A)   F−
B)   H3C−
C)   CH3O2SO−
D)   HO−E) A) and B)
F) None of the above

Question 17

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

Accepted Answer

The answer of Draw all of the chloroalkanes that undergo...

Question 18

In which of the following solvents would the reaction of 1-bromobutane with sodium azide, NaN3, proceed the fastest?

Accepted Answer

A)   acetic acid
B)   ethanol
C)   water
D)   acetonitrileE) All of the above
F) B) and D)

Question 19

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?

Accepted Answer

A)   the rate remains the same
B)   the rate decreases by a factor of 2
C)   the rate increases by a factor of 2
D)   the rate increases by a factor of 4E) B) and C)
F) All of the above

Question 20

Which of the following compounds is the most nucleophilic in polar protic solvents?

Accepted Answer

A)   H2O
B)   NH3
C)   H2S
D)   PH3E) A) and D)
F) C) and D)

Exam 9: Nucleophilic Substitution and Beta-Elimination

Consider the reaction below to answer the following question: The product of this reaction is

Correct AnswerverifiedShow Answer

Which of the following most favors elimination rather substitution in a reaction with sodium methoxide?

Correct AnswerverifiedShow Answer

In which of the following solvents would the reaction of 1-bromobutane with sodium azide, NaN3, proceed the fastest?

Correct AnswerverifiedShow Answer

Which of the following alkyl halides undergoes the fastest solvolysis reaction with methanol, CH3OH?

Correct AnswerverifiedShow Answer

Which of the following solvents is the best choice for the reaction of 1-chlorohexane with sodium bromide?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

In the case of a unimolecular nucleophilic substitution reaction, the reaction rate completely depends on the concentration of the _____.

Correct AnswerverifiedShow Answer

Which of the following alkyl halides undergoes the fastest SN2 reaction with sodium azide, NaN3?

Correct AnswerverifiedShow Answer

Which of the following alkyl halides undergoes the fastest solvolysis reaction with ethanol, CH3CH2OH?

Correct AnswerverifiedShow Answer

Which of the following is not a characteristic of SN1 reactions?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Which of the following compounds is the most nucleophilic in polar protic solvents?

Correct AnswerverifiedShow Answer

Which of the following energy diagrams represents the course of an exothermic SN1 reaction?

Correct AnswerverifiedShow Answer

The following reaction would be classified as an elimination.

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Which of the following alkyl halides undergoes the fastest solvolysis reaction with formic acid, HCOOH?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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?

Correct AnswerverifiedShow Answer

Which of the following represents the transition state of the rate-determining step in the SN1 reaction between tert-butyl chloride and water?

Correct AnswerverifiedShow Answer

Which of the following statements is not true regarding the SN2 reaction of (R) -2-bromobutane with sodium cyanide?

Correct AnswerverifiedShow Answer

Correct Answer
verified

Correct Answer
verified

In which of the following solvents would the reaction of 1-bromobutane with sodium azide, NaN₃, proceed the fastest?

Correct Answer
verified

Which of the following alkyl halides undergoes the fastest solvolysis reaction with methanol, CH₃OH?

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Which of the following alkyl halides undergoes the fastest S_N2 reaction with sodium azide, NaN₃?

Correct Answer
verified

Which of the following alkyl halides undergoes the fastest solvolysis reaction with ethanol, CH₃CH₂OH?

Correct Answer
verified

Which of the following is not a characteristic of S_N1 reactions?

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Which of the following energy diagrams represents the course of an exothermic S_N1 reaction?

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Correct Answer
verified

Which of the following is the best leaving group in an S_N2 reaction?

Correct Answer
verified

Correct Answer
verified

Which of the following represents the transition state of the rate-determining step in the S_N1 reaction between tert-butyl chloride and water?

Correct Answer
verified

Which of the following statements is not true regarding the S_N2 reaction of (R) -2-bromobutane with sodium cyanide?

Correct Answer
verified