Question 1

What reagents are necessary to perform the following reaction?

Accepted Answer

A) H2O,H+ 
B) LiAlH4,H2O 
C) DIBAL-H,H2O 
D) CH3MgBr,H2O 
A) H2O,H+ 
B) LiAlH4,H2O 
C) DIBAL-H,H2O 
D) CH3MgBr,H2O A

Question 2

Arrange the following compounds in order of decreasing water solubility,putting the most soluble compound first.

Accepted Answer

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 C

Question 3

Give the IUPAC name for the following compound.

Accepted Answer

A) (E,R)-2-methyl-3-pentenenitrile 
B) (E,S)-2-methyl-3-pentenenitrile 
C) (Z,R)-2-methyl-3-pentenenitrile 
D) (Z,S)-2-methyl-3-pentenenitrile 
A) (E,R)-2-methyl-3-pentenenitrile 
B) (E,S)-2-methyl-3-pentenenitrile 
C) (Z,R)-2-methyl-3-pentenenitrile 
D) (Z,S)-2-methyl-3-pentenenitrile A

Question 4

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

Accepted Answer

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

Question 5

Arrange the following compounds in order of increasing boiling point,putting the compound with the lowest boiling point first.

Accepted Answer

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

Question 6

Arrange the following compounds in order of increasing water solubility,putting the least soluble compound first.

Accepted Answer

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

Question 7

What is the overall charge of the amino acid,alanine,at pH = 7?

Accepted Answer

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

Question 8

What reagents are necessary to perform the following reaction?

Accepted Answer

A) H2O,H+ 
B) LiAlH4,H2O 
C) DIBAL-H,H2O 
D) CH3MgBr,H2O 
A) H2O,H+ 
B) LiAlH4,H2O 
C) DIBAL-H,H2O 
D) CH3MgBr,H2O

Question 9

What reagents are necessary to perform the following reaction?

Accepted Answer

A) H2O,H+ 
B) LiAlH4,H2O 
C) DIBAL-H,H2O 
D) CH3MgBr,H2O 
A) H2O,H+ 
B) LiAlH4,H2O 
C) DIBAL-H,H2O 
D) CH3MgBr,H2O

Question 10

What is the hybridization of the carbon atom in a carboxy group?

Accepted Answer

A) sp 
B) sp2 
C) sp3 
D) p 
A) sp 
B) sp2 
C) sp3 
D) p

Question 11

Arrange the following compounds in order of increasing acidity,putting the least acidic first.

Accepted Answer

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

Question 12

Which of the following structures is the major contributor to the resonance hybrid of the phenoxide anion?

Accepted Answer

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

Question 13

What is the correct IUPAC name of the following compound?

Accepted Answer

A) (
E) -2-Hexenoic acid 
B) (Z)-2-Hexenoic acid 
C) (
E) -4-Hexenoic acid 
D) (Z)-4-Hexenoic acid 
A) (
E) -2-Hexenoic acid 
B) (Z)-2-Hexenoic acid 
C) (
E) -4-Hexenoic acid 
D) (Z)-4-Hexenoic acid

Question 14

Which of the following reagents can accomplish the transformation below?

Accepted Answer

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

Question 15

What is the correct IUPAC name of the following compound?

Accepted Answer

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

Question 16

Which of the following is the structure of oxalic acid?

Accepted Answer

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

Question 17

What reagents are necessary to perform the following reaction?

Accepted Answer

A) H2O,H+ 
B) LiAlH4,H2O 
C) DIBAL-H,H2O 
D) CH3MgBr,H2O 
A) H2O,H+ 
B) LiAlH4,H2O 
C) DIBAL-H,H2O 
D) CH3MgBr,H2O

Question 18

Which of the following cannot be the starting material for the following reaction?

Accepted Answer

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

Question 19

Rank the following compounds in order of increasing acidity,putting the least acidic first.

Accepted Answer

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

Question 20

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

Accepted Answer

A) Between 10 and 12 ppm for the OH proton and 2-2.5 ppm for the protons on the a 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 a 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 a 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 a carbon to the carboxy group. 
A) Between 10 and 12 ppm for the OH proton and 2-2.5 ppm for the protons on the a 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 a 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 a 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 a carbon to the carboxy group.

Exam 19: Carboxylic Acids and the Acidity of the O-H Bond

What reagents are necessary to perform the following reaction?

Arrange the following compounds in order of decreasing water solubility,putting the most soluble compound first.

Give the IUPAC name for the following compound.

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

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 water solubility,putting the least soluble compound first.

What is the overall charge of the amino acid,alanine,at pH = 7?

What reagents are necessary to perform the following reaction?

What reagents are necessary to perform the following reaction?

What is the hybridization of the carbon atom in a carboxy group?

Arrange the following compounds in order of increasing acidity,putting the least acidic first.

Which of the following structures is the major contributor to the resonance hybrid of the phenoxide anion?

What is the correct IUPAC name of the following compound?

Which of the following reagents can accomplish the transformation below?

What is the correct IUPAC name of the following compound?

Which of the following is the structure of oxalic acid?

What reagents are necessary to perform the following reaction?

Which of the following cannot be the starting material for the following reaction?

Rank the following compounds in order of increasing acidity,putting the least acidic first.

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

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Alkanes

Stereochemistry

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alkyl Halides and Elimination Reactions

Alcohols,ethers,and Related Compounds

Alkenes and Addition Reactions

Alkynes and Synthesis

Oxidation and Reduction

Radical Reactions

Conjugation, resonance, and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Aldehydes and Ketones - Nucleophilic Addition

Carboxylic Acids and Their Derivatives - Nucleophilic Acyl Substitution

Substitution Reactions of Carbonyl Compounds at the a Carbon

Carbonyl Condensation Reactions

Amines

Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Molecular Ion Peaks and Fragmentation Patterns

Analyzing Molecular Motion and Infrared Spectroscopy

Organic Spectroscopy Concepts

Filters

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