Question 1

Which of the following energy diagrams represents the course of an exothermic E2 reaction?

Accepted Answer

A)  1
B)  2
C)  3
D)  4

Question 2

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 bromide

Question 3

Provide a neatly drawn mechanism for the following reaction, including curved arrows to show the movement of pairs of electrons and the structure of reactive intermediates.

Accepted Answer

The reaction proceeds in three steps:
1....

Question 4

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 chloride

Question 5

What is the equation for the rate of formation of tert-butyl alcohol from the reaction of tert-butyl bromide (t-BuBr)  with water by an SN1 mechanism?

Accepted Answer

A)  Rate = k [t-BuBr]
B)  Rate = k [t-BuBr][H2O]
C)  Rate = k [H2O]
D)  Rate = k [t-BuBr]2

Question 6

The reaction of tert-butyl bromide, (CH3) 3CBr, with methanol in an inert solvent proceeds by an SN1 mechanism to give tert-butyl methyl ether, (CH3) 3COCH3. What is the effect of doubling the concentration of methanol 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 4

Question 7

Which of the following statements related to SN1 reactions is not true?

Accepted Answer

A)  The SN1 reaction can be described as a heterolytic bond cleavage followed by nucleophilic attack
B)  Carbocations are electrophilic
C)  The charged carbon atom of a carbocation has an unfilled valence shell
D)  Nucleophiles are Lewis acids

Question 8

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

Accepted Answer

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

Question 9

Which of the following represents the transition state of the rate-determining step in the reaction between tert-butyl bromide and methanol?

Accepted Answer

A)  1
B)  2
C)  3
D)  4

Question 10

Which of the following is not a characteristic of SN2 reactions?

Accepted Answer

A)  the electrophilic carbon undergoes inversion of stereochemistry
B)  the rate is proportional to the concentration of substrate
C)  the rate is proportional to the concentration of nucleophile
D)  the rate is independent of the solvent

Question 11

Classify each of the following species ,Place the letter of the choice in the blank to the left of the formula.
-________

Accepted Answer

A)  an electrophile.
B)  a nucleophile.
C)  either an electrophile or a nucleophile.

Question 12

Consider the pair of reactions below to answer the following question(s).
-The solvent in these reactions would be classified as ______ ________.

Accepted Answer

polar apro...

Question 13

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 14

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 15

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

Accepted Answer

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

Question 16

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 solvent

Question 17

What is the equation for the rate of formation of 2-methoxypropane, (CH3CH(OCH3) CH3, from the reaction of 2-bromopropane (i-PrBr)  with sodium methoxide (NaOCH3) ?

Accepted Answer

A)  Rate = k [i-PrBr]
B)  Rate = k [i-PrBr]2
C)  Rate = k [NaOCH3]
D)  Rate = k [i-PrBr][NaOCH3]

Question 18

Which of the following sets consists of only polar protic solvents?

Accepted Answer

A)  water, DMF, DMSO
B)  acetic acid, methanol, water
C)  DMSO, ethanol, acetonitrile
D)  DMF, acetonitrile, DMSO

Question 19

What is the major product formed upon treatment of (R)  2-bromohexane with sodium cyanide?

Accepted Answer

A)  (R)  2-cyanohexane
B)  (S)  2-cyanohexane
C)  1-hexene
D)  2-hexene

Question 20

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 nucleophile

Exam 9: Nucleophilic Substitution and Beta-Elimination

What is the equation for the rate of formation of 2-methoxypropane, (CH3CH(OCH3) CH3, from the reaction of 2-bromopropane (i-PrBr) with sodium methoxide (NaOCH3) ?

Correct AnswerverifiedShow Answer

Consider the pair of reactions below to answer the following question(s). -The solvent in these reactions would be classified as ______ ________.

Correct Answerverifiedpolar apro...View AnswerShow Answer

Which of the following sets consists of only polar protic solvents?

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

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

Correct AnswerverifiedShow Answer

Classify each of the following species ,Place the letter of the choice in the blank to the left of the formula. -________

Correct AnswerverifiedShow Answer

Which of the following is not a characteristic of SN2 reactions?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

What is the equation for the rate of formation of tert-butyl alcohol from the reaction of tert-butyl bromide (t-BuBr) with water by an SN1 mechanism?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

What is the major product formed upon treatment of (R) 2-bromohexane with sodium cyanide?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Which of the following statements related to SN1 reactions is not true?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

The reaction of tert-butyl bromide, (CH3) 3CBr, with methanol in an inert solvent proceeds by an SN1 mechanism to give tert-butyl methyl ether, (CH3) 3COCH3. What is the effect of doubling the concentration of methanol on the rate of the reaction?

Correct AnswerverifiedShow Answer

Provide a neatly drawn mechanism for the following reaction, including curved arrows to show the movement of pairs of electrons and the structure of reactive intermediates.

Correct AnswerverifiedThe reaction proceeds in three steps:1....View AnswerShow Answer

Which of the following represents the transition state of the rate-determining step in the reaction between tert-butyl bromide and methanol?

Correct AnswerverifiedShow Answer

Which of the following energy diagrams represents the course of an exothermic E2 reaction?

Correct AnswerverifiedShow Answer

What is the equation for the rate of formation of 2-methoxypropane, (CH₃CH(OCH₃) CH₃, from the reaction of 2-bromopropane (i-PrBr) with sodium methoxide (NaOCH₃) ?

Correct Answer
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Consider the pair of reactions below to answer the following question(s). -The solvent in these reactions would be classified as __.

Correct Answer
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polar apro...
View Answer

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

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

Correct Answer
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Which of the following is not a characteristic of S_N2 reactions?

Correct Answer
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What is the equation for the rate of formation of tert-butyl alcohol from the reaction of tert-butyl bromide (t-BuBr) with water by an S_N1 mechanism?

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

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

Correct Answer
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Which of the following statements related to S_N1 reactions is not true?

Correct Answer
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Correct Answer
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The reaction of tert-butyl bromide, (CH₃) ₃CBr, with methanol in an inert solvent proceeds by an S_N1 mechanism to give tert-butyl methyl ether, (CH₃) ₃COCH₃. What is the effect of doubling the concentration of methanol on the rate of the reaction?

Correct Answer
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Correct Answer
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The reaction proceeds in three steps:
1....
View Answer

Correct Answer
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Correct Answer
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