Question 1

Consider the reaction below to answer the following question(s). 
-Compound C is formed by an _____ mechanism.

Accepted Answer

The answer of Consider the reaction below to answer the...

Question 2

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

Accepted Answer

A)  1-hexyne
B)  2-hexyne
C)  propene + propyne
D)  propane + propyneE) None of the above
F) A) and B)

Question 3

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

Accepted Answer

A)  1
B)  2
C)  3
D)  4E) B) and D)
F) A) and D)

Question 4

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

Accepted Answer

A)  the rate is proportional to the concentration of tert-butyl bromide
B)  the rate is proportional to the concentration of water
C)  the rate is independent of the identity of the solvent
D)  the rate of the reaction is independent of the temperatureE) B) and C)
F) None of the above

Question 5

Consider the pair of reactions below to answer the following question(s).
-The nucleophile is these reactions is________.

Accepted Answer

The answer of Consider the pair of reactions below to...

Question 6

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 C

Question 7

Consider the pair of reactions below to answer the following question(s) .
-Reaction ____ is faster.

Accepted Answer

A)   or
B)  C) A) and B)
D) undefined

Question 8

For each substrate below, choose which reaction type is favored. Place the letter of the reaction type in the blank to the left of the substrate.
-_____ N1 B) SN2 C) E1 D) E2" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  SN1
B)  SN2
C)  E1
D)  E2E) A) and D)
F) B) and C)

Question 9

Which of the following alkyl halides undergoes the fastest SN2 reaction with sodium methylthiolate, NaSMe?

Accepted Answer

A)  methyl iodide
B)  ethyl iodide
C)  2-bromopropane
D)  tert-butyl chlorideE) A) and B)
F) B) and C)

Question 10

Which of the following reactions corresponds to a substitution?

Accepted Answer

A)  tert-butanol  →\rarr→  tert-butyl chloride
B)  tert-butanol  →\rarr→  2-methylpropene
C)  3,3-dimethyl-2-butanol  →\rarr→ 2,3-dimethyl-2-butene
D)  cyclohexene  →\rarr→ 1,2-dichlorocyclohexane E) A) and C)
F) A) and B)

Question 11

The reaction of tert-butyl chloride, (CH3) 3CCl, with water in an inert solvent gives tert-butyl alcohol, (CH3) 3COH. What is the effect of doubling the concentration of water 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) C) and D)
F) B) and D)

Question 12

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

Accepted Answer

The answer of What is the major organic product obtained...

Question 13

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) B) and D)
F) All of the above B

Question 14

Consider the pair of reactions below to answer the following question(s) .
a.  
or
b. 
-Reaction ____ will be faster.

Accepted Answer

A)   or
B)  C) A) and B)
D) undefined B

Question 15

Which of the following is the most nucleophilic?

Accepted Answer

A)  sodium ethoxide
B)  acetic acid
C)  methanol
D)  waterE) A) and B)
F) A) and C)

Question 16

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

Accepted Answer

A) True 
 B)False

Question 17

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

Accepted Answer

A)  1
B)  2
C)  3
D)  4E) A) and B)
F) A) and C)

Question 18

Which of the following is the best set of conditions for the preparation of tert-butyl methyl ether?

Accepted Answer

A)  tert-butyl fluoride and NaOCH3 in CH3OH
B)  methanol and sodium tert-butoxide in tert-butanol
C)  fluoromethane and sodium tert-butoxide in tert-butanol
D)  tert-butyl bromide and CH3OHE) B) and C)
F) B) and D)

Question 19

Which of the following statements is true regarding the reactivity of 1 and 2 with potassium tert-butoxide?

Accepted Answer

A)  1 reacts faster than 2
B)  1 and 2 give different dehydrochlorinated products
C)  2 reacts by elimination whereas 1 reacts by substitution
D)  1 reacts by elimination whereas 2 reacts by substitutionE) None of the above
F) B) and C)

Question 20

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

Exam 9: Nucleophilic Substitution and Beta-Elimination

Consider the reaction below to answer the following question(s). -Compound C is formed by an _____ mechanism.

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

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

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

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Consider the pair of reactions below to answer the following question(s). -The nucleophile is these reactions is________.

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

Correct AnswerverifiedC

Consider the pair of reactions below to answer the following question(s) . -Reaction ____ is faster.

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For each substrate below, choose which reaction type is favored. Place the letter of the reaction type in the blank to the left of the substrate. -_____

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Which of the following alkyl halides undergoes the fastest SN2 reaction with sodium methylthiolate, NaSMe?

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Which of the following reactions corresponds to a substitution?

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The reaction of tert-butyl chloride, (CH3) 3CCl, with water in an inert solvent gives tert-butyl alcohol, (CH3) 3COH. What is the effect of doubling the concentration of water on the rate of the reaction?

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

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

Correct AnswerverifiedB

Consider the pair of reactions below to answer the following question(s) . a. or b. -Reaction ____ will be faster.

Correct AnswerverifiedB

Which of the following is the most nucleophilic?

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

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

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Which of the following is the best set of conditions for the preparation of tert-butyl methyl ether?

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Which of the following statements is true regarding the reactivity of 1 and 2 with potassium tert-butoxide?

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

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

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C

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Which of the following alkyl halides undergoes the fastest S_N2 reaction with sodium methylthiolate, NaSMe?

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The reaction of tert-butyl chloride, (CH₃) ₃CCl, with water in an inert solvent gives tert-butyl alcohol, (CH₃) ₃COH. What is the effect of doubling the concentration of water on the rate of the reaction?

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B

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B

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

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