Question 1

Which of the following solvents could be described as polar and protic?

Accepted Answer

A)  ethanol 
B)  acetonitrile 
C)  dimethylformamide 
D)  acetone 
E)  18-crown-6 
A)  ethanol 
B)  acetonitrile 
C)  dimethylformamide 
D)  acetone 
E)  18-crown-6

Question 2

Provide a structure for the major substitution and major elimination product resulting from the reaction below.

Accepted Answer

The answer of Provide a structure for the major substitution...

Question 3

Provide a detailed, stepwise mechanism for the reaction below.
(CH3)2CHCH2CH2CH2I + CN- → (CH3)2CHCH2CH2CH2CH2CN + I-

Accepted Answer

Question 4

Provide the structure of the major organic product in the reaction below.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 5

Name the haloalkane shown. Be sure to include the appropriate R or S description if needed.

Accepted Answer

(R)-2-brom

Question 6

What general classification is given to the molecule below?

Accepted Answer

A)  primary chloride 
B)  secondary chloride 
C)  tertiary chloride 
D)  vinyl chloride 
E)  benzyl chloride 
A)  primary chloride 
B)  secondary chloride 
C)  tertiary chloride 
D)  vinyl chloride 
E)  benzyl chloride

Question 7

Provide the structure of the major organic product that results when the reagents below are combined, and name the mechanism through which this reaction is proceeding.
CH3C=C:-Na+ + CH3CH2CH2I

Accepted Answer

CH₃C=CCH<

Question 8

Draw the structures of the two major products formed in the following reaction. Indicate which of the two structures would be predicted to predominate under thermodynamic condition and explain why.

Accepted Answer

Reactivity of allylic hydrogens due to r

Question 9

Provide the structure of the major organic product which results when (S)-2-iodopentane is treated with KCN in DMF.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 10

Arrange the following compounds in order of increasing reactivity toward ethanol solvolysis:
t-butyl bromide, t-butyl iodide, isopropyl chloride, methyl iodide.

Accepted Answer

methyl iodide < isop

Question 11

Provide the structure of the major organic products which result in the reaction below.

Accepted Answer

The answer of Provide the structure of the major organic...

Question 12

What is the IUPAC name of the compound shown below?

Accepted Answer

A)  (1S,3S)-1,3-dichloro-1-ethyl-3-methylcyclopentane 
B)  (1R,3S)-1,3-dichloro-1-methyl-3-ethylcyclopentane 
C)  (1R,4S)-1,4-dichloro-1-ethyl-4-methylcyclopentane 
D)  (1R,3S)-1,3-dichloro-1-ethyl-3-methylcyclopentane 
E)  (1S,3R)-1,3-dichloro-3-ethyl-1-methylcyclopentane 
A)  (1S,3S)-1,3-dichloro-1-ethyl-3-methylcyclopentane 
B)  (1R,3S)-1,3-dichloro-1-methyl-3-ethylcyclopentane 
C)  (1R,4S)-1,4-dichloro-1-ethyl-4-methylcyclopentane 
D)  (1R,3S)-1,3-dichloro-1-ethyl-3-methylcyclopentane 
E)  (1S,3R)-1,3-dichloro-3-ethyl-1-methylcyclopentane

Which of the following solvents could be described as polar and protic?

Provide a structure for the major substitution and major elimination product resulting from the reaction below.

Provide a detailed, stepwise mechanism for the reaction below. (CH₃)₂CHCH₂CH₂CH₂I + CN^- → (CH₃)₂CHCH₂CH₂CH₂CH₂CN + I^-

Provide the structure of the major organic product in the reaction below.

Name the haloalkane shown. Be sure to include the appropriate R or S description if needed.

What general classification is given to the molecule below?

Provide the structure of the major organic product that results when the reagents below are combined, and name the mechanism through which this reaction is proceeding. CH₃C=C:^-Na⁺ + CH₃CH₂CH₂I

Draw the structures of the two major products formed in the following reaction. Indicate which of the two structures would be predicted to predominate under thermodynamic condition and explain why.

Provide the structure of the major organic product which results when (S)-2-iodopentane is treated with KCN in DMF.

Arrange the following compounds in order of increasing reactivity toward ethanol solvolysis: t-butyl bromide, t-butyl iodide, isopropyl chloride, methyl iodide.

Provide the structure of the major organic products which result in the reaction below.

What is the IUPAC name of the compound shown below?

Introduction and Review

Structure and Properties of Organic Molecules

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Structure and Synthesis of Alkenes

Reactions of Alkenes

Alkynes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Exam 6: Alkyl Halides: Nucleophilic Substitution and Elimination

Which of the following solvents could be described as polar and protic?

Provide a structure for the major substitution and major elimination product resulting from the reaction below.

Provide a detailed, stepwise mechanism for the reaction below. (CH3)2CHCH2CH2CH2I + CN- → (CH3)2CHCH2CH2CH2CH2CN + I-

Provide the structure of the major organic product in the reaction below.

Name the haloalkane shown. Be sure to include the appropriate R or S description if needed.

What general classification is given to the molecule below?

Provide the structure of the major organic product that results when the reagents below are combined, and name the mechanism through which this reaction is proceeding. CH3C=C:-Na+ + CH3CH2CH2I

Draw the structures of the two major products formed in the following reaction. Indicate which of the two structures would be predicted to predominate under thermodynamic condition and explain why.

Provide the structure of the major organic product which results when (S)-2-iodopentane is treated with KCN in DMF.

Arrange the following compounds in order of increasing reactivity toward ethanol solvolysis: t-butyl bromide, t-butyl iodide, isopropyl chloride, methyl iodide.

Provide the structure of the major organic products which result in the reaction below.

What is the IUPAC name of the compound shown below?

Introduction and Review

Structure and Properties of Organic Molecules

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Structure and Synthesis of Alkenes

Reactions of Alkenes

Alkynes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Provide a detailed, stepwise mechanism for the reaction below. (CH₃)₂CHCH₂CH₂CH₂I + CN^- → (CH₃)₂CHCH₂CH₂CH₂CH₂CN + I^-

Provide the structure of the major organic product that results when the reagents below are combined, and name the mechanism through which this reaction is proceeding. CH₃C=C:^-Na⁺ + CH₃CH₂CH₂I