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Deck 2: Acids and Bases Central to Understanding Organic Chemistry

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Question
Which compound is the conjugate base of CH3OH?

A) CH3OH2+
B) CH3O-
C)-CH2OH
D) HO-
E) H2O
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Question
Which of the following is the most acidic?
Approximate pKa

A) CH3OH
B) CH3OH2+
C) CH3NH2
D) CH3NH3+
E) CH3CO2H
Question
Which of the following acid-base reactions favor the products?

A) HF + H2O ? F- + H3O+
B) <strong>Which of the following acid-base reactions favor the products?</strong> A) HF + H<sub>2</sub>O ? F<sup>-</sup> + H<sub>3</sub>O<sup>+</sup> B) C) CH<sub>3</sub>CH<sub>3</sub> + H<sub>2</sub>C=CH<sup>-</sup> ? CH<sub>3</sub>CH<sub>2</sub><sup>-</sup> + H<sub>2</sub>C=CH<sub>2</sub> D) CH<sub>3</sub>CO<sub>2</sub>H + CH<sub>3</sub>CH<sub>2</sub>O<sup>-</sup> ? CH<sub>3</sub>CO<sub>2</sub><sup>-</sup> + CH<sub>3</sub>CH<sub>2</sub>OH E) CH<sub>3</sub>OH + CH<sub>3</sub>CO<sub>2</sub>H ? CH<sub>3</sub>OH<sub>2</sub><sup>+</sup> + CH<sub>3</sub>CO<sub>2</sub><sup>-</sup> <div style=padding-top: 35px>
C) CH3CH3 + H2C=CH- ? CH3CH2- + H2C=CH2
D) CH3CO2H + CH3CH2O- ? CH3CO2- + CH3CH2OH
E) CH3OH + CH3CO2H ? CH3OH2+ + CH3CO2-
Question
Consider the following equilibrium:
CH3C <strong>Consider the following equilibrium: CH<sub>3</sub>C CH + B ? CH<sub>3</sub>C C<sup>-</sup> + BH<sup>+</sup> Which of the following bases would favor products in this reaction?</strong> A) OH<sup>-</sup> B) CH<sub>3</sub>O<sup>-</sup> C) NH<sub>3</sub> D) NH<sub>2</sub><sup>-</sup> E) CH<sub>3</sub>CO<sub>2</sub><sup>-</sup> The weakest conjugate acid produces the strongest base (ammonia has a pK<sub>a</sub> of 36). <div style=padding-top: 35px> CH + B ? CH3C <strong>Consider the following equilibrium: CH<sub>3</sub>C CH + B ? CH<sub>3</sub>C C<sup>-</sup> + BH<sup>+</sup> Which of the following bases would favor products in this reaction?</strong> A) OH<sup>-</sup> B) CH<sub>3</sub>O<sup>-</sup> C) NH<sub>3</sub> D) NH<sub>2</sub><sup>-</sup> E) CH<sub>3</sub>CO<sub>2</sub><sup>-</sup> The weakest conjugate acid produces the strongest base (ammonia has a pK<sub>a</sub> of 36). <div style=padding-top: 35px> C- + BH+
Which of the following bases would favor products in this reaction?

A) OH-
B) CH3O-
C) NH3
D) NH2-
E) CH3CO2-
The weakest conjugate acid produces the strongest base (ammonia has a pKa of 36).
Question
Which of the following is the strongest acid?

A) CH3CO2H
B) BrCH2CO2H
C) ClCH2CH2CO2H
D) ClCH2CH2CH2CO2H
E) CICH2CO2H
Question
Which of the following is a factor in determining the acidity of a molecule?

A) electronegativity
B) size
C) hybridization
D) electron delocalization
E) all of the above
Question
What form of glutamic acid (below) predominates in a solution of
PH = 7.2?
<strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E) <div style=padding-top: 35px>

A) <strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E) <div style=padding-top: 35px>
B) <strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E) <div style=padding-top: 35px>
C) <strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E) <div style=padding-top: 35px>
D) <strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E) <div style=padding-top: 35px>
E) <strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E) <div style=padding-top: 35px>
Question
Which of the following is not a Brønsted acid?

A) AlCl3
B) CH3OH
C) HNO3
D) BF3
E) A and D
Question
Which of the following is a Lewis acid?

A) AlCl3
B) CH3OH
C) HNO3
D) BF3
E) all of the above
Question
Which of the following is a Lewis base?

A) CH3NH3+
B) BF3
C) CH3O-
D) CH3OCH3
E) C and D
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Deck 2: Acids and Bases Central to Understanding Organic Chemistry
1
Which compound is the conjugate base of CH3OH?

A) CH3OH2+
B) CH3O-
C)-CH2OH
D) HO-
E) H2O
CH3O-
2
Which of the following is the most acidic?
Approximate pKa

A) CH3OH
B) CH3OH2+
C) CH3NH2
D) CH3NH3+
E) CH3CO2H
CH3OH2+
3
Which of the following acid-base reactions favor the products?

A) HF + H2O ? F- + H3O+
B) <strong>Which of the following acid-base reactions favor the products?</strong> A) HF + H<sub>2</sub>O ? F<sup>-</sup> + H<sub>3</sub>O<sup>+</sup> B) C) CH<sub>3</sub>CH<sub>3</sub> + H<sub>2</sub>C=CH<sup>-</sup> ? CH<sub>3</sub>CH<sub>2</sub><sup>-</sup> + H<sub>2</sub>C=CH<sub>2</sub> D) CH<sub>3</sub>CO<sub>2</sub>H + CH<sub>3</sub>CH<sub>2</sub>O<sup>-</sup> ? CH<sub>3</sub>CO<sub>2</sub><sup>-</sup> + CH<sub>3</sub>CH<sub>2</sub>OH E) CH<sub>3</sub>OH + CH<sub>3</sub>CO<sub>2</sub>H ? CH<sub>3</sub>OH<sub>2</sub><sup>+</sup> + CH<sub>3</sub>CO<sub>2</sub><sup>-</sup>
C) CH3CH3 + H2C=CH- ? CH3CH2- + H2C=CH2
D) CH3CO2H + CH3CH2O- ? CH3CO2- + CH3CH2OH
E) CH3OH + CH3CO2H ? CH3OH2+ + CH3CO2-
CH3CO2H + CH3CH2O- ? CH3CO2- + CH3CH2OH
4
Consider the following equilibrium:
CH3C <strong>Consider the following equilibrium: CH<sub>3</sub>C CH + B ? CH<sub>3</sub>C C<sup>-</sup> + BH<sup>+</sup> Which of the following bases would favor products in this reaction?</strong> A) OH<sup>-</sup> B) CH<sub>3</sub>O<sup>-</sup> C) NH<sub>3</sub> D) NH<sub>2</sub><sup>-</sup> E) CH<sub>3</sub>CO<sub>2</sub><sup>-</sup> The weakest conjugate acid produces the strongest base (ammonia has a pK<sub>a</sub> of 36). CH + B ? CH3C <strong>Consider the following equilibrium: CH<sub>3</sub>C CH + B ? CH<sub>3</sub>C C<sup>-</sup> + BH<sup>+</sup> Which of the following bases would favor products in this reaction?</strong> A) OH<sup>-</sup> B) CH<sub>3</sub>O<sup>-</sup> C) NH<sub>3</sub> D) NH<sub>2</sub><sup>-</sup> E) CH<sub>3</sub>CO<sub>2</sub><sup>-</sup> The weakest conjugate acid produces the strongest base (ammonia has a pK<sub>a</sub> of 36). C- + BH+
Which of the following bases would favor products in this reaction?

A) OH-
B) CH3O-
C) NH3
D) NH2-
E) CH3CO2-
The weakest conjugate acid produces the strongest base (ammonia has a pKa of 36).
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5
Which of the following is the strongest acid?

A) CH3CO2H
B) BrCH2CO2H
C) ClCH2CH2CO2H
D) ClCH2CH2CH2CO2H
E) CICH2CO2H
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6
Which of the following is a factor in determining the acidity of a molecule?

A) electronegativity
B) size
C) hybridization
D) electron delocalization
E) all of the above
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k this deck
7
What form of glutamic acid (below) predominates in a solution of
PH = 7.2?
<strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E)

A) <strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E)
B) <strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E)
C) <strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E)
D) <strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E)
E) <strong>What form of glutamic acid (below) predominates in a solution of PH = 7.2? </strong> A) B) C) D) E)
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8
Which of the following is not a Brønsted acid?

A) AlCl3
B) CH3OH
C) HNO3
D) BF3
E) A and D
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9
Which of the following is a Lewis acid?

A) AlCl3
B) CH3OH
C) HNO3
D) BF3
E) all of the above
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10
Which of the following is a Lewis base?

A) CH3NH3+
B) BF3
C) CH3O-
D) CH3OCH3
E) C and D
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