Question 1

If 0.10 mol of HSCH2CH2OH reacts at 25  °\degree° C,sequentially,with 0.20 mol of NaH,0.10 mol of CH3CH2Br and H2O,which is the major product?

Accepted Answer

A)   HSCH2CH2OCH2CH3
B)   CH3CH2SCH2CH2OH
C)   CH3CH2SCH2CH2OCH2CH3
D)   CH2=CH2
E)   CH3CH3

Question 2

An increase in the temperature at which a reaction is carried out increases:

Accepted Answer

A)   the collision frequency.
B)   the fraction of molecules with proper orientation.
C)   the fraction of molecules with energy greater than Eact.
D)   More than one of the above
E)   None of the above D

Question 3

A true statement about the transition state(s) of an SN2 reaction is:

Accepted Answer

A)   the two transition states are of unequal energy.
B)   the transition states precede and follow an unstable reaction intermediate.
C)   the single transition state represents the point of maximum free energy of the reaction.
D)   existence of this transition state implies an exothermic reaction.
E)   the transition state will always have a net charge of -1.

Question 4

Which alkyl halide would you expect to undergo an SN2 reaction most slowly?

Accepted Answer

A)   1-bromohexane
B)   1-bromo-2-methylpentane
C)   1-bromo-3-methylpentane
D)   1-bromo-4-methylpentane
E)   1-bromo-2,2-dimethylbutane

Question 5

The product(s) for the following reaction would mainly be dictated by which mechanism? N1 B)  SN2 C)  E1 D)  E2 E)  None of the above" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   SN1
B)   SN2
C)   E1
D)   E2
E)   None of the above

Question 6

The major product(s) for the following reaction would mainly be dictated by which mechanism? N1 B)  SN2 C)  E1 D)  E2 E)  None of the above" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   SN1
B)   SN2
C)   E1
D)   E2
E)   None of the above

Question 7

Which alkyl halide would be most reactive in an SN1 reaction? N1 reaction?   A)  I B)  II C)  III D)  IV E)  V" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

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

Question 8

The major product(s) of the following reaction is(are) :

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   Equal amounts of I and II

Question 9

Select the potential energy diagram that represents a two-step endothermic (endergonic) reaction.

Accepted Answer

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

Question 10

Consider the substitution reaction that takes place when (R) -3-bromo-3-methylhexane is treated with methanol.Which of the following would be true?

Accepted Answer

A)   The reaction would take place only with inversion of configuration at the stereogenic center.
B)   The reaction would take place only with retention of configuration at the stereogenic center.
C)   The reaction would take place with racemization.
D)   No reaction would take place.
E)   The alkyl halide does not possess a stereogenic center.

Question 11

What would be the major product(s) of the following reaction?

Accepted Answer

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

Question 12

Treating (CH3) 3C-Cl with a mixture of H2O and CH3OH at room temperature would yield:

Accepted Answer

A)   CH2=C(CH3) 2
B)   (CH3) 3COH
C)   (CH3) 3COCH3
D)   All of these
E)   None of these

Question 13

Which of the following is not a good leaving group?

Accepted Answer

A)   C2H5O - 
B)   Cl - 
C)   I - 
D)   CH3CO2 - 
E)   All of these are good leaving groups. A

Question 14

What would be the major product(s) of the following reaction?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   More than one of the above

Question 15

What would be the major product(s) of the following reaction?

Accepted Answer

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

Question 16

Consider the SN2 reaction of butyl bromide with OH- ion. CH3CH2CH2CH2Br + OH-  →\rightarrow→ CH3CH2CH2CH2OH + Br-
Assuming no other changes,what effect on the rate would result from simultaneously doubling the concentrations of both butyl bromide and OH- ion?

Accepted Answer

A)   No effect.
B)   It would double the rate.
C)   It would triple the rate.
D)   It would increase the rate four times.
E)   It would increase the rate six times.

Question 17

What would be the major product of the following reaction?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   An equimolar mixture of I and II

Question 18

The major product of the following reaction would be:

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   An equimolar mixture of I and II.

Question 19

Identify the leaving group in the following reaction. 6H5S- B)  Na+ C)  CH3CH2I D)  C6H5SCH2CH3 E)  I-" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   C6H5S-
B)   Na+
C)   CH3CH2I
D)   C6H5SCH2CH3
E)   I-

Question 20

The product(s) for the following reaction would mainly be dictated by which mechanism? N1 B)  SN2 C)  E1 D)  E2 E)  None of the above" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   SN1
B)   SN2
C)   E1
D)   E2
E)   None of the above

Exam 6: Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

If 0.10 mol of HSCH2CH2OH reacts at 25 °\degree° C,sequentially,with 0.20 mol of NaH,0.10 mol of CH3CH2Br and H2O,which is the major product?

Correct AnswerverifiedShow Answer

An increase in the temperature at which a reaction is carried out increases:

Correct AnswerverifiedD

A true statement about the transition state(s) of an SN2 reaction is:

Correct AnswerverifiedShow Answer

Which alkyl halide would you expect to undergo an SN2 reaction most slowly?

Correct AnswerverifiedShow Answer

The product(s) for the following reaction would mainly be dictated by which mechanism?

Correct AnswerverifiedShow Answer

The major product(s) for the following reaction would mainly be dictated by which mechanism?

Correct AnswerverifiedShow Answer

Which alkyl halide would be most reactive in an SN1 reaction?

Correct AnswerverifiedShow Answer

The major product(s) of the following reaction is(are) :

Correct AnswerverifiedShow Answer

Select the potential energy diagram that represents a two-step endothermic (endergonic) reaction.

Correct AnswerverifiedB

Consider the substitution reaction that takes place when (R) -3-bromo-3-methylhexane is treated with methanol.Which of the following would be true?

Correct AnswerverifiedShow Answer

What would be the major product(s) of the following reaction?

Correct AnswerverifiedShow Answer

Treating (CH3) 3C-Cl with a mixture of H2O and CH3OH at room temperature would yield:

Correct AnswerverifiedShow Answer

Which of the following is not a good leaving group?

Correct AnswerverifiedA

What would be the major product(s) of the following reaction?

Correct AnswerverifiedShow Answer

What would be the major product(s) of the following reaction?

Correct AnswerverifiedShow Answer

Consider the SN2 reaction of butyl bromide with OH- ion. CH3CH2CH2CH2Br + OH- →\rightarrow→ CH3CH2CH2CH2OH + Br- Assuming no other changes,what effect on the rate would result from simultaneously doubling the concentrations of both butyl bromide and OH- ion?

Correct AnswerverifiedShow Answer

What would be the major product of the following reaction?

Correct AnswerverifiedShow Answer

The major product of the following reaction would be:

Correct AnswerverifiedShow Answer

Identify the leaving group in the following reaction.

Correct AnswerverifiedShow Answer

The product(s) for the following reaction would mainly be dictated by which mechanism?

Correct AnswerverifiedShow Answer

If 0.10 mol of HSCH₂CH₂OH reacts at 25 $\degree$ C,sequentially,with 0.20 mol of NaH,0.10 mol of CH₃CH₂Br and H₂O,which is the major product?

Correct Answer
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D

A true statement about the transition state(s) of an S_N2 reaction is:

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Which alkyl halide would you expect to undergo an S_N2 reaction most slowly?

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Which alkyl halide would be most reactive in an S_N1 reaction?

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B

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Treating (CH₃) ₃C-Cl with a mixture of H₂O and CH₃OH at room temperature would yield:

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A

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Consider the S_N2 reaction of butyl bromide with OH^- ion. CH₃CH₂CH₂CH₂Br + OH^- $\rightarrow$ CH₃CH₂CH₂CH₂OH + Br^- Assuming no other changes,what effect on the rate would result from simultaneously doubling the concentrations of both butyl bromide and OH^- ion?

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