Question 1

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)  VF) D) and E)
G) A) and B)

Question 2

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-dimethylbutaneF) D) and E)
G) B) and E)

Question 3

Consider the SN2 reaction of 1-chloro-5-methylhexane with CN- ion. N2 reaction of 1-chloro-5-methylhexane with CN- ion.    Assuming no other changes,what effect on the rate would result from simultaneously doubling the concentrations of both 1-chloro-5-methylhexane and NaCN? 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." class="answers-bank-image d-inline" rel="preload" > 
Assuming no other changes,what effect on the rate would result from simultaneously doubling the concentrations of both 1-chloro-5-methylhexane and NaCN?

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.F) C) and D)
G) C) and E)

Question 4

Which of the following nucleophiles will react the fastest with 1-bromoptopane in ethanol?

Accepted Answer

A)  SH-
B)  OH-
C)  H2O
D)  H2S
E)  All react at about the same rate.F) None of the above
G) B) and E)

Question 5

Which nucleophilic substitution reaction is not likely to occur?

Accepted Answer

A)  I-+ CH3CH2-Cl  →	o→  CH3CH2-I + Cl-
B)  I- + CH3CH2-Br  →	o→  CH3CH2-I + Br-
C)  I- + CH3CH2-OH  →	o→ CH3CH2-I + OH-
D)  CH3O-+ CH3CH2-Br  →	o→  CH3CH2-OCH3 + Br-
E)  OH-+ CH3CH2-Cl  →	o→  CH3CH2-OH + Cl- F) All of the above
G) C) and D)

Question 6

Consider the SN2 reaction of butyl bromide with OH- ion. CH3CH2CH2CH2Br + OH-  →	o→  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. F) A) and D)
G) B) and E)

Question 7

Which will be true for any actual or potential nucleophilic substitution reaction?

Accepted Answer

A)  " Δ\DeltaΔ H ∘\circ∘  is positive."
B)  " Δ\DeltaΔ H ∘\circ∘  is negative."
C)  " Δ\DeltaΔ G‡ is positive."
D)  " Δ\DeltaΔ G ∘\circ∘  is positive."
E)  " Δ\DeltaΔ G ∘\circ∘  is negative." F) B) and C)
G) A) and B)

Question 8

Which of the following statements is (are) true of SN1 reactions of alkyl halides in general?

Accepted Answer

A)  The rate of an SN1 reaction depends on the concentration of the alkyl halide.
B)  The rate of an SN1 reaction depends on the concentration of the nucleophile.
C)  SN1 reactions of alkyl halides are favored by polar solvents.
D)  The rate of an SN1 reaction depends on the concentration of the alkyl halide and SN1 reactions of alkyl halides are favored by polar solvents.
E)  The rate of an SN1 reaction depends on the concentration of the alkyl halide and the concentration of the nucleophile,and SN1 reactions of alkyl halides are favored by polar solvents.F) A) and B)
G) C) and D)

Question 9

Identify the nucleophile in the following reaction: 2 H2O + RX  →	o→  ROH + H3O+ + X-

Accepted Answer

A)  X-
B)  H3O+
C)  ROH
D)  H2O
E)  RX F) A) and E)
G) All of the above

Question 10

Ambident nucleophiles are ones which can react with a substrate at either of two nucleophilic sites.Which of the following is not an ambident nucleophile?

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  VF) A) and B)
G) B) and E)

Question 11

Which is the most reactive nucleophile in DMF (structure shown below) ? - B) Cl- C) Br- D) I- E) All of these choices are equally reactive." class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)  F-
B)  Cl-
C)  Br-
D)  I-
E)  All of these choices are equally reactive.F) C) and D)
G) B) and D)

Question 12

Which of the following is the poorest leaving group?

Accepted Answer

A)  H-
B)  CH3O-
C)  H2O
D)  OH-
E)  NH2-F) A) and D)
G) C) and D)

Question 13

Select the potential energy diagram that represents an exothermic (exergonic) reaction.

Accepted Answer

A)  I
B)  II
C)  III
D)  IV
E)  VF) C) and E)
G) A) and E)

Question 14

The substitution mechanism whose rate depends primarily on the degree of steric hindrance around the leaving group is the ___.

Accepted Answer

The answer of The substitution mechanism whose rate depends primarily...

Question 15

The substitution mechanism whose rate depends primarily on the relative stability of the intermediate carbocation is the ___.

Accepted Answer

The answer of The substitution mechanism whose rate depends primarily...

Question 16

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 these choices.
E)  None of these choices.F) A) and C)
G) A) and E)

Question 17

The p orbital of the charged carbon in the isopropyl cation,(CH3) 2CH+,contains how many electrons?

Accepted Answer

A)  0
B)  1
C)  2
D)  3
E)  4F) All of the above
G) C) and D)

Question 18

Which of the following is not a nucleophile?

Accepted Answer

A)  H2O
B)  CH3O-
C)  NH3
D)  NH4+
E)  All are nucleophiles.F) C) and D)
G) B) and D)

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-F) D) and E)
G) B) and E)

Question 20

A student has isolated a chiral alkyl halide (shown below)with a specific rotation of [$\alpha$] = +22.1o.The student decided to store the compound in the solvent MeOH overnight.However,reanalysis of the alkyl halide showed a new chemical formula of C11H16O with a specific rotation of [$\alpha$] = 0o.Suggest a mechanism to justify these results.

Accepted Answer

In leaving the compound in MeOH a solvol...

Exam 6: Nucleophilic Reactions

Which nucleophilic substitution reaction is not likely to occur?

Correct Answer
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The substitution mechanism whose rate depends primarily on the degree of steric hindrance around the leaving group is the ___.

Correct Answer
verified

Identify the leaving group in the following reaction.

Correct Answer
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The substitution mechanism whose rate depends primarily on the relative stability of the intermediate carbocation is the ___.

Correct Answer
verified

Correct Answer
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In leaving the compound in MeOH a solvol...
View Answer

Which is the most reactive nucleophile in DMF (structure shown below) ?

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

Correct Answer
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Which of the following nucleophiles will react the fastest with 1-bromoptopane in ethanol?

Correct Answer
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Ambident nucleophiles are ones which can react with a substrate at either of two nucleophilic sites.Which of the following is not an ambident nucleophile?

Correct Answer
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Identify the nucleophile in the following reaction: 2 H₂O + RX $\to$ ROH + H₃O⁺ + X^-

Correct Answer
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Which will be true for any actual or potential nucleophilic substitution reaction?

Correct Answer
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Consider the S_N2 reaction of butyl bromide with OH^- ion. CH₃CH₂CH₂CH₂Br + OH^- $\to$ 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 Answer
verified

Which of the following statements is (are) true of S_N1 reactions of alkyl halides in general?

Correct Answer
verified

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

Correct Answer
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Which of the following is the poorest leaving group?

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

Correct Answer
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Consider the S_N2 reaction of 1-chloro-5-methylhexane with CN- ion. Assuming no other changes,what effect on the rate would result from simultaneously doubling the concentrations of both 1-chloro-5-methylhexane and NaCN?

Correct Answer
verified

Which of the following is not a nucleophile?

Correct Answer
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Select the potential energy diagram that represents an exothermic (exergonic) reaction.

Correct Answer
verified

The p orbital of the charged carbon in the isopropyl cation,(CH₃) ₂CH⁺,contains how many electrons?

Correct Answer
verified

Exam 6: Nucleophilic Reactions

Which nucleophilic substitution reaction is not likely to occur?

Correct AnswerverifiedShow Answer

The substitution mechanism whose rate depends primarily on the degree of steric hindrance around the leaving group is the ___.

Correct AnswerverifiedShow Answer

Identify the leaving group in the following reaction.

Correct AnswerverifiedShow Answer

The substitution mechanism whose rate depends primarily on the relative stability of the intermediate carbocation is the ___.

Correct AnswerverifiedShow Answer

Correct AnswerverifiedIn leaving the compound in MeOH a solvol...View AnswerShow Answer

Which is the most reactive nucleophile in DMF (structure shown below) ?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Which of the following nucleophiles will react the fastest with 1-bromoptopane in ethanol?

Correct AnswerverifiedShow Answer

Ambident nucleophiles are ones which can react with a substrate at either of two nucleophilic sites.Which of the following is not an ambident nucleophile?

Correct AnswerverifiedShow Answer

Identify the nucleophile in the following reaction: 2 H2O + RX →\to→ ROH + H3O+ + X-

Correct AnswerverifiedShow Answer

Which will be true for any actual or potential nucleophilic substitution reaction?

Correct AnswerverifiedShow Answer

Consider the SN2 reaction of butyl bromide with OH- ion. CH3CH2CH2CH2Br + OH- →\to→ 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

Which of the following statements is (are) true of SN1 reactions of alkyl halides in general?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Which of the following is the poorest leaving group?

Correct AnswerverifiedShow Answer

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

Correct AnswerverifiedShow Answer

Consider the SN2 reaction of 1-chloro-5-methylhexane with CN- ion. Assuming no other changes,what effect on the rate would result from simultaneously doubling the concentrations of both 1-chloro-5-methylhexane and NaCN?

Correct AnswerverifiedShow Answer

Which of the following is not a nucleophile?

Correct AnswerverifiedShow Answer

Select the potential energy diagram that represents an exothermic (exergonic) reaction.

Correct AnswerverifiedShow Answer

The p orbital of the charged carbon in the isopropyl cation,(CH3) 2CH+,contains how many electrons?

Correct AnswerverifiedShow Answer

Correct Answer
verified

Correct Answer
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Correct Answer
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Correct Answer
verified

Correct Answer
verified
In leaving the compound in MeOH a solvol...
View Answer

Correct Answer
verified

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

Correct Answer
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Correct Answer
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Correct Answer
verified

Identify the nucleophile in the following reaction: 2 H₂O + RX $\to$ ROH + H₃O⁺ + X^-

Correct Answer
verified

Correct Answer
verified

Consider the S_N2 reaction of butyl bromide with OH^- ion. CH₃CH₂CH₂CH₂Br + OH^- $\to$ 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 Answer
verified

Which of the following statements is (are) true of S_N1 reactions of alkyl halides in general?

Correct Answer
verified

Correct Answer
verified

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

Correct Answer
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Consider the S_N2 reaction of 1-chloro-5-methylhexane with CN- ion. Assuming no other changes,what effect on the rate would result from simultaneously doubling the concentrations of both 1-chloro-5-methylhexane and NaCN?

Correct Answer
verified

Correct Answer
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Correct Answer
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The p orbital of the charged carbon in the isopropyl cation,(CH₃) ₂CH⁺,contains how many electrons?

Correct Answer
verified