Deck 5: Understanding Organic Reactions

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Question
Which of the following statements isnot true?

A) DH° determines the height of the energy barrier.
B) The larger the activation energy, the slower the reaction.
C) The lower the activation energy, the faster the reaction.
D) Two reactions can have identical values for DH° but very different Ea values.
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Question
Which reaction is slowest? <strong>Which reaction is slowest?  </strong> A) B B) C C) A <div style=padding-top: 35px>

A) B
B) C
C) A
Question
Which of the following statements about the equilibrium constant,Keq, is true?

A) The size ofKeq tells about the position of equilibrium.
B) WhenKeq > 1, the equilibrium favors the reactants.
C) For a reaction to be useful, the equilibrium must favor the reactants.
D) WhenKeq < 1, the equilibrium favors the products.
Question
Which of the following statements isnot true?

A) The bond dissociation energy for bond formation is always negative.
B) The bond dissociation energy for bond breaking is always negative.
C) Bond making is exothermic.
D) Bond breaking is endothermic.
Question
The equilibrium constant for the conversion of A to D is predicted to be which of the following? <strong>The equilibrium constant for the conversion of A to D is predicted to be which of the following?  </strong> A) K<sub>eq</sub> < 1 B) Cannot be determined from the information provided C) K<sub>eq</sub> > 1 D) K<sub>eq</sub> = 1 <div style=padding-top: 35px>

A) Keq < 1
B) Cannot be determined from the information provided
C) Keq > 1
D) Keq = 1
Question
Which of the following statements about enzymes is true?

A) Enzymes shift the equilibrium to favor the product.
B) Enzymes lower the transition state for the rate-determining step.
C) Enzymes decrease the equilibrium constant.
D) Enzymes increase the activation energy for a reaction.
Question
Calculate Ea for the conversion of C to B.
<strong>Calculate E<sub>a</sub> for the conversion of C to B.   Ea (A to B)=+10 Kcal Ea (B to C)=+4 Kcal DH (A to B)=+8 Kcal DH (B to C)=-5 Kcal</strong> A) +7 kcal B) None of these C) +3 kcal D)+9 Kcal <div style=padding-top: 35px> Ea (A to B)=+10 Kcal
Ea (B to C)=+4 Kcal
DH (A to B)=+8 Kcal
DH (B to C)=-5 Kcal

A) +7 kcal
B) None of these
C) +3 kcal
D)+9 Kcal
Question
Which of the following statements about substitution reactions is true?

A) One ? bond breaks and another forms at a different carbon atom.
B) One ? bond breaks and another forms at the same carbon atom.
C) Substitution reactions involve ? bonds.
D) Substitution reactions involve ? bonds.
Question
How many steps are there in a concerted mechanism?

A) 1
B) 2
C) 4
D) 3
Question
Which of the following statements is true?

A) Bond dissociation energies decrease down a column of the periodic table.
B) Bond dissociation energies increase down a column of the periodic table.
C) When DH° is positive, more energy is released in forming bonds than is needed to break bonds.
D) When DH° is negative, more energy is needed to break bonds than is released in forming bonds.
Question
The conversion of acetyl chloride to methyl acetate occurs via the following two-step mechanism:
What is the rate equation for this reaction if the first step is rate determining?
<strong>The conversion of acetyl chloride to methyl acetate occurs via the following two-step mechanism: What is the rate equation for this reaction if the first step is rate determining?  </strong> A) Rate = k [acetyl chloride] [<sup>?</sup>OCH<sub>3</sub>] B) Rate = k [acetyl chloride] C) Rate = k [<sup>?</sup>OCH<sub>3</sub>] D) Rate = k [acetyl chloride] [<sup>?</sup>OCH<sub>3</sub>]<sup>2</sup> <div style=padding-top: 35px>

A) Rate = k [acetyl chloride] [?OCH3]
B) Rate = k [acetyl chloride]
C) Rate = k [?OCH3]
D) Rate = k [acetyl chloride] [?OCH3]2
Question
The following is an energy diagram for the conversion of A ? B ?C. The energies of activation and DH's for each step are also given. Calculate DH overall as shown on the energy diagram for A ? B ? C.
<strong>The following is an energy diagram for the conversion of A ? B ?C. The energies of activation and DH's for each step are also given. Calculate DH overall as shown on the energy diagram for A ? B ? C.   Ea (A ?B)=+10 Kcal Ea (B?C)=+4 Kcal DH (A ?B)=+8 Kcal DH (B ?C)=-5 Kcal </strong> A) +9 kcal B) +7 kcal C)None of these D) +3 Kcal <div style=padding-top: 35px>
Ea (A ?B)=+10 Kcal
Ea (B?C)=+4 Kcal
DH (A ?B)=+8 Kcal
DH (B ?C)=-5 Kcal

A) +9 kcal
B) +7 kcal
C)None of these
D) +3 Kcal
Question
Which of the following statements about equilibrium is true?

A) Equilibrium favors the products when they are more stable than the starting material of a reaction.
B) Equilibrium favors the reactants when the energy of the product is lower than the energy of the reactants.
C) Equilibrium favors the products when the energy of the products is higher than the energy of the reactants.
D) Equilibrium favors the products when they are less stable than the starting material of a reaction.
Question
A reaction that results in the formation of a carbocation is most likely to occur from the following:

A) None of these are correct.
B) Heterolytic bond cleavage
C) All of the above
D) Homolytic bond cleavage
Question
If the conversion of A to B is slow and B to C is fast, what is the rate equation for this reaction? <strong>If the conversion of A to B is slow and B to C is fast, what is the rate equation for this reaction?  </strong> A) Rate =k[(CH<sub>3</sub>)<sub>2</sub>CH]<sup>+</sup>[H<sub>2</sub>O] B) Rate =k[(CH<sub>3</sub>)<sub>2</sub>CHCl] C) Rate =k[(CH<sub>3</sub>)<sub>2</sub>CHCl][H<sub>2</sub>O] D) Rate =k[(CH<sub>3</sub>)<sub>2</sub>CH]<sup>+</sup> <div style=padding-top: 35px>

A) Rate =k[(CH3)2CH]+[H2O]
B) Rate =k[(CH3)2CHCl]
C) Rate =k[(CH3)2CHCl][H2O]
D) Rate =k[(CH3)2CH]+
Question
Which of the following statements about bond breaking isnot true?

A) Heterolysis involves unequal sharing of bonding electrons by atoms.
B) Homolysis generates uncharged reactive intermediates with unpaired electrons.
C) Homolysis require energy but heterolysis does not require energy.
D) Heterolysis generates charged intermediates.
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Deck 5: Understanding Organic Reactions
1
Which of the following statements isnot true?

A) DH° determines the height of the energy barrier.
B) The larger the activation energy, the slower the reaction.
C) The lower the activation energy, the faster the reaction.
D) Two reactions can have identical values for DH° but very different Ea values.
DH° determines the height of the energy barrier.
2
Which reaction is slowest? <strong>Which reaction is slowest?  </strong> A) B B) C C) A

A) B
B) C
C) A
A
3
Which of the following statements about the equilibrium constant,Keq, is true?

A) The size ofKeq tells about the position of equilibrium.
B) WhenKeq > 1, the equilibrium favors the reactants.
C) For a reaction to be useful, the equilibrium must favor the reactants.
D) WhenKeq < 1, the equilibrium favors the products.
The size ofKeq tells about the position of equilibrium.
4
Which of the following statements isnot true?

A) The bond dissociation energy for bond formation is always negative.
B) The bond dissociation energy for bond breaking is always negative.
C) Bond making is exothermic.
D) Bond breaking is endothermic.
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5
The equilibrium constant for the conversion of A to D is predicted to be which of the following? <strong>The equilibrium constant for the conversion of A to D is predicted to be which of the following?  </strong> A) K<sub>eq</sub> < 1 B) Cannot be determined from the information provided C) K<sub>eq</sub> > 1 D) K<sub>eq</sub> = 1

A) Keq < 1
B) Cannot be determined from the information provided
C) Keq > 1
D) Keq = 1
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6
Which of the following statements about enzymes is true?

A) Enzymes shift the equilibrium to favor the product.
B) Enzymes lower the transition state for the rate-determining step.
C) Enzymes decrease the equilibrium constant.
D) Enzymes increase the activation energy for a reaction.
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7
Calculate Ea for the conversion of C to B.
<strong>Calculate E<sub>a</sub> for the conversion of C to B.   Ea (A to B)=+10 Kcal Ea (B to C)=+4 Kcal DH (A to B)=+8 Kcal DH (B to C)=-5 Kcal</strong> A) +7 kcal B) None of these C) +3 kcal D)+9 Kcal Ea (A to B)=+10 Kcal
Ea (B to C)=+4 Kcal
DH (A to B)=+8 Kcal
DH (B to C)=-5 Kcal

A) +7 kcal
B) None of these
C) +3 kcal
D)+9 Kcal
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8
Which of the following statements about substitution reactions is true?

A) One ? bond breaks and another forms at a different carbon atom.
B) One ? bond breaks and another forms at the same carbon atom.
C) Substitution reactions involve ? bonds.
D) Substitution reactions involve ? bonds.
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9
How many steps are there in a concerted mechanism?

A) 1
B) 2
C) 4
D) 3
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10
Which of the following statements is true?

A) Bond dissociation energies decrease down a column of the periodic table.
B) Bond dissociation energies increase down a column of the periodic table.
C) When DH° is positive, more energy is released in forming bonds than is needed to break bonds.
D) When DH° is negative, more energy is needed to break bonds than is released in forming bonds.
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11
The conversion of acetyl chloride to methyl acetate occurs via the following two-step mechanism:
What is the rate equation for this reaction if the first step is rate determining?
<strong>The conversion of acetyl chloride to methyl acetate occurs via the following two-step mechanism: What is the rate equation for this reaction if the first step is rate determining?  </strong> A) Rate = k [acetyl chloride] [<sup>?</sup>OCH<sub>3</sub>] B) Rate = k [acetyl chloride] C) Rate = k [<sup>?</sup>OCH<sub>3</sub>] D) Rate = k [acetyl chloride] [<sup>?</sup>OCH<sub>3</sub>]<sup>2</sup>

A) Rate = k [acetyl chloride] [?OCH3]
B) Rate = k [acetyl chloride]
C) Rate = k [?OCH3]
D) Rate = k [acetyl chloride] [?OCH3]2
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12
The following is an energy diagram for the conversion of A ? B ?C. The energies of activation and DH's for each step are also given. Calculate DH overall as shown on the energy diagram for A ? B ? C.
<strong>The following is an energy diagram for the conversion of A ? B ?C. The energies of activation and DH's for each step are also given. Calculate DH overall as shown on the energy diagram for A ? B ? C.   Ea (A ?B)=+10 Kcal Ea (B?C)=+4 Kcal DH (A ?B)=+8 Kcal DH (B ?C)=-5 Kcal </strong> A) +9 kcal B) +7 kcal C)None of these D) +3 Kcal
Ea (A ?B)=+10 Kcal
Ea (B?C)=+4 Kcal
DH (A ?B)=+8 Kcal
DH (B ?C)=-5 Kcal

A) +9 kcal
B) +7 kcal
C)None of these
D) +3 Kcal
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13
Which of the following statements about equilibrium is true?

A) Equilibrium favors the products when they are more stable than the starting material of a reaction.
B) Equilibrium favors the reactants when the energy of the product is lower than the energy of the reactants.
C) Equilibrium favors the products when the energy of the products is higher than the energy of the reactants.
D) Equilibrium favors the products when they are less stable than the starting material of a reaction.
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14
A reaction that results in the formation of a carbocation is most likely to occur from the following:

A) None of these are correct.
B) Heterolytic bond cleavage
C) All of the above
D) Homolytic bond cleavage
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15
If the conversion of A to B is slow and B to C is fast, what is the rate equation for this reaction? <strong>If the conversion of A to B is slow and B to C is fast, what is the rate equation for this reaction?  </strong> A) Rate =k[(CH<sub>3</sub>)<sub>2</sub>CH]<sup>+</sup>[H<sub>2</sub>O] B) Rate =k[(CH<sub>3</sub>)<sub>2</sub>CHCl] C) Rate =k[(CH<sub>3</sub>)<sub>2</sub>CHCl][H<sub>2</sub>O] D) Rate =k[(CH<sub>3</sub>)<sub>2</sub>CH]<sup>+</sup>

A) Rate =k[(CH3)2CH]+[H2O]
B) Rate =k[(CH3)2CHCl]
C) Rate =k[(CH3)2CHCl][H2O]
D) Rate =k[(CH3)2CH]+
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16
Which of the following statements about bond breaking isnot true?

A) Heterolysis involves unequal sharing of bonding electrons by atoms.
B) Homolysis generates uncharged reactive intermediates with unpaired electrons.
C) Homolysis require energy but heterolysis does not require energy.
D) Heterolysis generates charged intermediates.
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