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What is the common name of the following compound? What is the common name of the following compound? A) b,b-Dimethyl-a-fluorobutyric acid B) a-Fluoro-b,b-dimethylbutyric acid C) a-Fluoro-b,b,b-trimethylpropionic acid D) a-Fluoro-b,b,b-trimethylbutyric acid


A) b,b-Dimethyl-a-fluorobutyric acid
B) a-Fluoro-b,b-dimethylbutyric acid
C) a-Fluoro-b,b,b-trimethylpropionic acid
D) a-Fluoro-b,b,b-trimethylbutyric acid

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

Correct Answer

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What would happen if a mixture of benzoic acid (C6H5COOH) and NaCl is added to a separatory funnel containing H2O and CH2Cl2?


A) The benzoic acid would dissolve in the water layer and the NaCl would dissolve in the organic layer.
B) The benzoic acid would dissolve in the organic layer and the NaCl would dissolve in the water layer.
C) Both benzoic acid and NaCl would dissolve in the organic layer.
D) Both benzoic acid and NaCl would dissolve in the water layer.

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

Correct Answer

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Which of the following structures is the major contributor to the resonance hybrid of the phenoxide anion? Which of the following structures is the major contributor to the resonance hybrid of the phenoxide anion? A) I B) II C) III D) IV


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

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

Correct Answer

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Which of the following compounds is least basic? Which of the following compounds is least basic? A) I B) II C) III D) IV


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

E) All of the above
F) B) and C)

Correct Answer

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Why is the C-O single bond of a carboxylic acid shorter than the C-O single bond of an alcohol?


A) The carbon in the alcohol is sp2 hybridized and has a higher percent s-character that lengthens the C-O bond in the alcohol.
B) The carbon in the carboxylic acid is sp3 hybridized and has a lower percent s-character that shortens the C-O bond in the carboxylic acid.
C) The carbon in the carboxylic acid is sp hybridized and has a higher percent s-character that shortens the C-O bond in the carboxylic acid.
D) The carbon in the carboxylic acid is sp2 hybridized and has a higher percent s-character that shortens the C-O bond in the carboxylic acid.

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

Correct Answer

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Why is pure acetic acid often called glacial acetic acid?


A) Because it freezes just below 0°C, forming white crystals.
B) Because it freezes just below 100°C, forming white crystals.
C) Because it freezes just below room temperature, forming white crystals.
D) Because it freezes just above room temperature, forming white crystals.

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

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Which of the following is the most polar organic compound?


A) CH3CH2CH2CH3
B) CH3CH2CHO
C) CH3CH2CH2OH
D) CH3COOH

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

Correct Answer

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Which of the following bases are strong enough to significantly deprotonate ethanol, CH3CH2OH (pKa = 16) ?


A) NaOCH3
B) NaOH
C) NaH
D) NaOCH2CH3

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

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What is the other product formed in the oxidation of the following terminal alkyne? What is the other product formed in the oxidation of the following terminal alkyne? A) HCOOH B) HCOH C) CO<sub>2</sub> D) CO


A) HCOOH
B) HCOH
C) CO2
D) CO

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

Correct Answer

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What would happen if a mixture of benzoic acid and cyclohexanol dissolved in CH2Cl2 is treated with aqueous NaOH solution?


A) Benzoic acid would remain in the CH2Cl2 layer, and cyclohexanol would dissolve in the aqueous layer.
B) Benzoic acid would dissolve in the aqueous layer while cyclohexanol would remain in the CH2Cl2 layer.
C) The salt of benzoic acid would dissolve in the aqueous layer while cyclohexanol would remain in the CH2Cl2 layer.
D) The salt of benzoic acid would remain in the CH2Cl2 layer while cyclohexanol would dissolve in the aqueous layer.

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

Correct Answer

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What is the overall charge of the amino acid, alanine, at pH = 2?


A) + 1
B) - 1
C) No overall charge
D) + 2

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

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Rank the following compounds in order of decreasing acidity, putting the most acidic first. Rank the following compounds in order of decreasing acidity, putting the most acidic first. A) IV > III > II > I B) IV > I > III > II C) I > II > III > IV D) IV > II > III > I


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

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

Correct Answer

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What two groups make up the carboxylic acid group (RCOOH) ?


A) Carbon dioxide and hydrogen
B) Carbonyl and hydroxyl
C) Carbon monoxide and hydroxyl
D) Carbonyl oxide and hydrogen

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

Correct Answer

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Which of the following is the correct IUPAC name for the following structure? Which of the following is the correct IUPAC name for the following structure? A) Potassium propanoate B) Butanoic potassium C) Potassium propanoic D) Potassium butanoate


A) Potassium propanoate
B) Butanoic potassium
C) Potassium propanoic
D) Potassium butanoate

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

Correct Answer

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What is the overall charge of the amino acid, alanine, at pH = 10?


A) + 1
B) - 1
C) No overall charge
D) - 2

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

Correct Answer

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What is the correct IUPAC name of the following compound? What is the correct IUPAC name of the following compound? A) 2-Methoxypentanoic acid B) 2-Methoxybutanoic acid C) 4-Methoxybutanoic acid D) 4-Methoxypentanoic acid


A) 2-Methoxypentanoic acid
B) 2-Methoxybutanoic acid
C) 4-Methoxybutanoic acid
D) 4-Methoxypentanoic acid

E) C) and D)
F) All of the above

Correct Answer

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