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Rank the following compounds in order of decreasing acidity, putting the most acidic first. CH3CH2OHCH3CH2NH2ClCH2CH2OH I  II  III \begin{array} {llll}\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { OH }&\mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { NH } _ { 2 }&\mathrm { ClCH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { OH }\\\text { I }&\text { II } &\text { III } \\ \end{array}


A) I > II > III
B) III > II > I
C) II > III > I
D) III > I > II

E) None of the above
F) B) and C)

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What is the direction of equilibrium when acetylene (C2H2) reacts with ethoxide (CH3CH2O-) in an acid-base reaction? What is the direction of equilibrium when acetylene (C<sub>2</sub>H<sub>2</sub>)  reacts with ethoxide (CH<sub>3</sub>CH<sub>2</sub>O<sup>-</sup>)  in an acid-base reaction?   A)  Left B)  Right C)  Neither D)  Cannot be determined


A) Left
B) Right
C) Neither
D) Cannot be determined

E) A) and B)
F) A) and C)

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What is the role of methylchloride (CH3Cl) in the following reaction? What is the role of methylchloride (CH<sub>3</sub>Cl)  in the following reaction?   A)  Lewis acid B)  Lewis base C)  Brønsted-Lowry acid D)  Brønsted-Lowry base


A) Lewis acid
B) Lewis base
C) Brønsted-Lowry acid
D) Brønsted-Lowry base

E) A) and B)
F) C) and D)

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Which of the following is a Lewis acid but not a Brønsted-Lowry acid?


A) CH3OH
B) H2O
C) CH3COOH
D) BF3

E) A) and D)
F) B) and C)

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Which of the following species is the conjugate base of the hydronium ion, H3O+?


A) H3O
B) H2O-
C) H2O
D) HO-

E) A) and C)
F) B) and C)

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Which of the following concepts can be used to explain the difference in acidity between acetylene (C2H2) and ethylene (C2H4) ?


A) Size
B) Resonance
C) Inductive effect
D) Hybridization

E) A) and B)
F) A) and C)

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Rank the following compounds in order of decreasing acidity, putting the most acidic first. CH4NH3 HF H2O I  II  III  IV \begin{array} { c c c c } \mathrm { CH } _ { 4 } & \mathrm { NH } _ { 3 } & \text { HF } & \mathrm { H } _ { 2 } \mathrm { O } \\\text { I } & \text { II } & \text { III } & \text { IV }\end{array}


A) IV > II > III > I
B) III > II > IV > I
C) I > II > IV > III
D) III > IV > II > I

E) A) and B)
F) B) and D)

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Consider the following molecule with protons labeled, I-III. Rank these protons in order of decreasing acidity, putting the most acidic first. Consider the following molecule with protons labeled, I-III. Rank these protons in order of decreasing acidity, putting the most acidic first.   A)  I > II > III B)  I > III > II C)  III > II > I D)  III > I > II


A) I > II > III
B) I > III > II
C) III > II > I
D) III > I > II

E) B) and C)
F) A) and D)

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Which of the following compounds is both a Brønsted-Lowry acid and base? CH3OH\mathrm { CH } _ { 3 } \mathrm { OH }        CH3COCH3\mathrm { CH } _ { 3 } \mathrm { COCH } _ { 3 }        H2O\mathrm { H } _ { 2 } \mathrm { O }        (CH3) 3 N\left( \mathrm { CH } _ { 3 } \right) _ { 3 }\mathrm {~N}       I                              II              III            IV


A) I, II
B) I, III
C) II, IV
D) I, IV

E) B) and C)
F) B) and D)

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What is the nucleophilic site in the following compounds? What is the nucleophilic site in the following compounds?   A)  I = Hydrogen; II = <font face= symbol ></font> electrons in bond; III = nitrogen. B)  I = Oxygen; II = carbon; III = nitrogen. C)  I = Hydrogen; II = carbon; III = carbon. D)  I = Oxygen; II = <font face= symbol ></font> electrons in bond; III = nitrogen.


A) I = Hydrogen; II = electrons in bond; III = nitrogen.
B) I = Oxygen; II = carbon; III = nitrogen.
C) I = Hydrogen; II = carbon; III = carbon.
D) I = Oxygen; II = electrons in bond; III = nitrogen.

E) None of the above
F) A) and C)

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Which of the following concepts can be used to explain the difference in acidity between ethanol (CH3CH2OH) and 2-fluoroethanol (FCH2CH2OH) ?


A) Size
B) Inductive effect
C) Resonance
D) Hybridization

E) A) and B)
F) A) and C)

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Which of the following ranks the compounds in order of increasing basicity, putting the least basic first?


A) CH3NH2 < CH3OH < CH4
B) CH3OH < CH3NH2 < CH4
C) CH4 < CH3NH2 < CH3OH
D) CH4 < CH3OH < CH3NH2

E) A) and B)
F) A) and C)

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Which is the conjugate acid in the following reaction? Θ:CH3+H2O?CH4HO I  II  IIII  IV \begin{array} { l } \Theta _ { : \mathrm { CH } _ { 3 } } &+&{ \mathrm { H } _ { 2 } O} &?&{\mathrm { CH } _ { 4 } }&\mathrm { HO } ^ { \ominus } \\\text { I } &&\text { II } &&\text { IIII } &\text { IV } \\\end{array}


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

E) None of the above
F) B) and C)

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Which of the following compounds is the weakest acid?


A) HF
B) HCl
C) HBr
D) HI

E) A) and C)
F) B) and C)

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Identify the Lewis base in the following reaction. Identify the Lewis base in the following reaction.   A)  I B)  II C)  III D)  IV


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

E) A) and B)
F) B) and C)

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Rank the following compounds in order of decreasing acidity, putting the most acidic first. CH3OCH3CH3CHOCH3CH2OHCH3COOH I  II  III  IV \begin{array} { c c c c } \mathrm { CH } _ { 3 } \mathrm { OCH } _ { 3 } & \mathrm { CH } _ { 3 } \mathrm { CHO } & \mathrm { CH } _ { 3 } \mathrm { CH } _ { 2 } \mathrm { OH } & \mathrm { CH } _ { 3 } \mathrm { COOH } \\\text { I } & \text { II } & \text { III } & \text { IV }\end{array}


A) IV > II > III > I
B) IV > III > II > I
C) III > IV > II > I
D) III > IV > I > II

E) B) and C)
F) A) and B)

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Identify the Lewis acid in the following reaction. Identify the Lewis acid in the following reaction.   A)  I B)  II C)  III D)  IV


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

E) B) and C)
F) None of the above

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Which of the following statements about a Brønsted-Lowry base is true?


A) The net charge may be zero, positive, or negative.
B) All Brønsted-Lowry bases contain a lone pair of electrons or a bond.
C) All Brønsted-Lowry bases contain a proton.
D) The net charge may be zero or positive.

E) A) and C)
F) B) and C)

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Which of the following species can be both Lewis acid and Lewis base? Which of the following species can be both Lewis acid and Lewis base?   A)  I, III, IV B)  I, II, IV C)  II, III, IV D)  I, II, III


A) I, III, IV
B) I, II, IV
C) II, III, IV
D) I, II, III

E) None of the above
F) B) and D)

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Which of the following statements about Lewis bases is true?


A) Lewis bases are electron pair acceptors.
B) Lewis bases are electron pair donors.
C) Lewis bases are proton donors.
D) Lewis bases are proton acceptors.

E) None of the above
F) All of the above

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