Question 1

What is the IUPAC name for t-butyl alcohol?

Accepted Answer

A)  1-butanol 
B)  2-methyl-1-propanol 
C)  2-methyl-2-propanol 
D)  2-butanol 
E)  1,1-dimethyl-1-ethanol 
A)  1-butanol 
B)  2-methyl-1-propanol 
C)  2-methyl-2-propanol 
D)  2-butanol 
E)  1,1-dimethyl-1-ethanol C

Question 2

Predict the major product for the following reaction.

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  both I and III 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  both I and III C

Question 3

What is the correct structure for 1-chloro-3-ethyl-2-pentanol?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  None of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  None of these D

Question 4

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. (CH₃)₃SiC

Question 5

Predict the product for the following reaction.

Accepted Answer

The answer of Predict the product for the following reaction....

Question 6

What is the correct structure for 2-methylphenol?

Accepted Answer

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

Question 7

Provide a stepwise curved arrow mechanism for the following reaction.

Accepted Answer

@#IMG-DLM&_TB4454_00

Question 8

What is the correct structure for 2-bromo-5-isopropylphenol?

Accepted Answer

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

Question 9

Explain why cyclohexanol has a pKa of 18 and phenol has a pKa of 10. Use structural drawings to explain your reasoning.

Accepted Answer

The conjugate base of phenol is resonanc

Question 10

For the following conversion, identify if the starting material has been oxidized, reduced or neither. Explain your answer.

Accepted Answer

Oxidized. The carbon atom bond

Question 11

Predict the product for the following reaction.

Accepted Answer

The answer of Predict the product for the following reaction....

Question 12

A compound with a molecular formula C6H14O displays the following 1H NMR and 13C NMR spectra. Propose a structure for this compound.

Accepted Answer

Question 13

What is the IUPAC name for the following compound?

Accepted Answer

A)  cis-1,2-cyclopentanediol 
B)  meso-1,2-cyclopentanediol 
C)  (1R,2R)-1,2-cyclopentanediol 
D)  (1R,2S)-1,2-cyclopentanediol 
E)  (1S,2S)-1,2-cyclopentanediol 
A)  cis-1,2-cyclopentanediol 
B)  meso-1,2-cyclopentanediol 
C)  (1R,2R)-1,2-cyclopentanediol 
D)  (1R,2S)-1,2-cyclopentanediol 
E)  (1S,2S)-1,2-cyclopentanediol

Question 14

What is the IUPAC name for the following compound?

Accepted Answer

A)  3,4-dibromophenol 
B)  2,4-dibromophenol 
C)  2,5-dibromophenol 
D)  3,6-dibromophenol 
E)  2,6-dibromophenol 
A)  3,4-dibromophenol 
B)  2,4-dibromophenol 
C)  2,5-dibromophenol 
D)  3,6-dibromophenol 
E)  2,6-dibromophenol

Question 15

Predict the product and provide a stepwise curved arrow mechanism for the following reaction.

Accepted Answer

@#IMG-DLM&_TB4454_00

Question 16

Which of the following could be used to synthesize 1-bromopentane? I CH3CH2CH2CH=CH2 + HBr $\to$
II CH3CH2CH2CH2CH2OH + PBr3 $\to$
III CH3CH2CH2CH2CH2OH + NaBr $\to$
IV CH3CH2CH2CH2CH2OH + Br2 $\to$
V CH3CH2CH2CH=CH2 + Br2 $\to$

Accepted Answer

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

Question 17

What is the IUPAC name for the following compound?

Accepted Answer

7-ethyl-8-

Question 18

Give the products of the following reaction.

Accepted Answer

The answer of Give the products of the following reaction....

Question 19

For the following conversion, identify if the starting material has been oxidized, reduced or neither. Explain your answer.

Accepted Answer

Neither. The oxidati

Question 20

Which of the following compounds is consistent with the following proton decoupled 13C NMR spectrum?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Exam 12: Alcohols and Phenols

What is the IUPAC name for t-butyl alcohol?

Predict the major product for the following reaction.

What is the correct structure for 1-chloro-3-ethyl-2-pentanol?

Provide the reagents necessary to carry out the following conversion.

Predict the product for the following reaction.

What is the correct structure for 2-methylphenol?

Provide a stepwise curved arrow mechanism for the following reaction.

What is the correct structure for 2-bromo-5-isopropylphenol?

Explain why cyclohexanol has a pKa of 18 and phenol has a pKa of 10. Use structural drawings to explain your reasoning.

For the following conversion, identify if the starting material has been oxidized, reduced or neither. Explain your answer.

Predict the product for the following reaction.

A compound with a molecular formula C6H14O displays the following 1H NMR and 13C NMR spectra. Propose a structure for this compound.

What is the IUPAC name for the following compound?

What is the IUPAC name for the following compound?

Predict the product and provide a stepwise curved arrow mechanism for the following reaction.

Which of the following could be used to synthesize 1-bromopentane? I CH3CH2CH2CH=CH2 + HBr →\to→ II CH3CH2CH2CH2CH2OH + PBr3 →\to→ III CH3CH2CH2CH2CH2OH + NaBr →\to→ IV CH3CH2CH2CH2CH2OH + Br2 →\to→ V CH3CH2CH2CH=CH2 + Br2 →\to→

What is the IUPAC name for the following compound?

Give the products of the following reaction.

For the following conversion, identify if the starting material has been oxidized, reduced or neither. Explain your answer.

Which of the following compounds is consistent with the following proton decoupled 13C NMR spectrum?

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Explain why cyclohexanol has a pK_a of 18 and phenol has a pK_a of 10. Use structural drawings to explain your reasoning.

A compound with a molecular formula C₆H₁₄O displays the following ¹H NMR and ¹³C NMR spectra. Propose a structure for this compound.

Which of the following could be used to synthesize 1-bromopentane? I CH₃CH₂CH₂CH=CH₂ + HBr $\to$ II CH₃CH₂CH₂CH₂CH₂OH + PBr₃ $\to$ III CH₃CH₂CH₂CH₂CH₂OH + NaBr $\to$ IV CH₃CH₂CH₂CH₂CH₂OH + Br₂ $\to$ V CH₃CH₂CH₂CH=CH₂ + Br₂ $\to$

Which of the following compounds is consistent with the following proton decoupled ¹³C NMR spectrum?