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Arrange the following compounds in order of increasing acidity, putting the least acidic first. Arrange the following compounds in order of increasing acidity, putting the least acidic first. A) I < II < III < IV B) IV < III < II < I C) III < IV < II < I D) IV < II < III < I


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

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

Correct Answer

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Arrange the following compounds in order of decreasing water solubility, putting the most soluble compound first. Arrange the following compounds in order of decreasing water solubility, putting the most soluble compound first. A) I > II > III > IV B) I > IV > II > III C) I > II > IV > III D) IV > III > II > I


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

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

Correct Answer

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Rank the following compounds in order of increasing acidity, putting the least acidic compound first. Rank the following compounds in order of increasing acidity, putting the least acidic compound first. A) III < I < II < IV B) IV < I < II < III C) III < II < I < IV D) II < IV < I < III


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

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

Correct Answer

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Arrange the following compounds in order of increasing water solubility, putting the least soluble compound first. Arrange the following compounds in order of increasing water solubility, putting the least soluble compound first. A) I < II < III < IV B) II < I < III < IV C) I < III < II < IV D) IV < II < III < I


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

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

Correct Answer

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What two strong absorptions are characteristic of the IR spectrum of carboxylic acids?


A) A C=O absorption at 1710 cm-1 and a C-H absorption at 3000 cm-1.
B) A C=O absorption at 1710 cm-1 and an O-H absorption at 2500-3500 cm-1.
C) A C=O absorption at 1600 cm-1 and an O-H absorption at 2500-3000 cm-1.
D) A C-O absorption at 1500 cm-1 and an O-H absorption at 2500-3500 cm-1.

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

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Which of the following cannot be the starting material for the following reaction? Which of the following cannot be the starting material for the following reaction? A) I B) II C) III D) IV


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

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

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


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

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

Correct Answer

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Arrange the following compounds in order of increasing boiling point, putting the compound with the lowest boiling point first. Arrange the following compounds in order of increasing boiling point, putting the compound with the lowest boiling point first. A) I < II < III < IV B) I < IV < II < III C) III < II < IV < I D) II < IV < I < III


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

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

Correct Answer

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What is the common name of the following compound? What is the common name of the following compound? A) <font face= symbol ></font>,<font face= symbol ></font>-Dimethoxyvaleric acid B) 2,3-Dimethoxyvaleric acid C) 2,3-Dimethoxycaproic acid D) <font face= symbol ></font>,<font face= symbol ></font>-Dimethoxycaproic acid


A) ",-Dimethoxyvaleric acid"
B) "2,3-Dimethoxyvaleric acid"
C) "2,3-Dimethoxycaproic acid"
D) ",-Dimethoxycaproic acid"

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

Correct Answer

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Which of the following reagents can accomplish the transformation below? Which of the following reagents can accomplish the transformation below? A) PCC, CH<sub>2</sub>Cl<sub>2</sub> B) [1] LiAlH<sub>4</sub>, THF; [2] H<sub>2</sub>O C) [1] O<sub>3</sub>; [2] H<sub>2</sub>O D) K<sub>2</sub>Cr<sub>2</sub>O<sub>7</sub>, H<sub>2</sub>SO<sub>4</sub>, H<sub>2</sub>O


A) PCC, CH2Cl2
B) [1] LiAlH4, THF; [2] H2O
C) [1] O3; [2] H2O
D) K2Cr2O7, H2SO4, H2O

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

Correct Answer

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What physical property and reaction type are used by extraction as useful techniques to separate and purify mixtures of compounds?


A) Physical property = solubility differences; reaction type = acid-base reaction.
B) Physical property = boiling point; reaction type = acid-base reaction.
C) Physical property = solubility differences; reaction type = oxidation-reduction.
D) Physical property = density; reaction type = oxidation-reduction.

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

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) 3,4-Dimethylcyclohexanoic acid B) 3,4-Dimethylcyclohexanecarboxylic acid C) 4,5-Dimethylcyclohexanecarboxylic acid D) 1,2-Dimethylcyclohexanecarboxylic acid


A) 3,4-Dimethylcyclohexanoic acid
B) 3,4-Dimethylcyclohexanecarboxylic acid
C) 4,5-Dimethylcyclohexanecarboxylic acid
D) 1,2-Dimethylcyclohexanecarboxylic acid

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

Correct Answer

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As applied to the chemistry of amino acids, what is the definition for the isoelectric point?


A) The pH at which the amino acid exists primarily in its acidic form.
B) The pH at which the amino acid exists primarily in its basic form.
C) The pH at which the amino acid exists as a mixture of isomers.
D) The pH at which the amino acid exists primarily in its neutral form.

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

Correct Answer

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Rank the following compounds in order of increasing acidity, putting the least acidic first. Rank the following compounds in order of increasing acidity, putting the least acidic first. A) I < II < III < IV B) III < II < I < IV C) IV < I < II < III D) I < IV < III < II


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

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

Correct Answer

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Where do the two noteworthy peaks of carboxylic acids appear in 1HNMR spectra?


A) Between 10 and 12 ppm for the OH proton and 2-2.5 ppm for the protons on the carbon to the carboxy group.
B) Between 6 and 9 ppm for the OH proton and 2-2.5 ppm for the protons on the carbon to the carboxy group.
C) Between 10 and 12 ppm for the OH proton and 1-1.5 ppm for the protons on the carbon to the carboxy group.
D) Between 6 and 9 ppm for the OH proton and 1-1.5 ppm for the protons on the carbon to the carboxy group.

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

Correct Answer

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What is the common name of the following compound? What is the common name of the following compound? A) <font face= symbol ></font>,<font face= symbol ></font>-Dimethyl-<font face= symbol ></font>-fluorobutyric acid B) <font face= symbol ></font>-Fluoro-<font face= symbol ></font>,<font face= symbol ></font>-dimethylbutyric acid C) <font face= symbol ></font>-Fluoro-<font face= symbol ></font>,<font face= symbol ></font>,<font face= symbol ></font>-trimethylpropionic acid D) <font face= symbol ></font>-Fluoro-<font face= symbol ></font>,<font face= symbol ></font>,<font face= symbol ></font>-trimethylbutyric acid


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

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

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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 D)
F) A) and C)

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What is the common name of the following compound? What is the common name of the following compound? A) Propanedioic acid B) 1,3-propanedicarboxylic acid C) Malonic acid D) Succinic acid


A) Propanedioic acid
B) 1,3-propanedicarboxylic acid
C) Malonic acid
D) Succinic acid

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

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