Question 1

What is the IUPAC name of the following compound?

Accepted Answer

A)  (
E) -1-chloro-1,2,3-trimethyl-1-butene 
B)  (Z)-1-chloro-1,2,3-trimethyl-1-butene 
C)  (
E) -2-chloro-3,4-dimethyl-2-pentene 
D)  (Z)-2-chloro-3,4-dimethyl-2-pentene 
A)  (
E) -1-chloro-1,2,3-trimethyl-1-butene 
B)  (Z)-1-chloro-1,2,3-trimethyl-1-butene 
C)  (
E) -2-chloro-3,4-dimethyl-2-pentene 
D)  (Z)-2-chloro-3,4-dimethyl-2-pentene

Question 2

Which of the following is an accurate statement of Hammond's postulate?

Accepted Answer

A)  The transition state of an exothermic reaction will resemble the starting materials (reactants) more than the product. 
B)  The transition state of an exothermic reaction will resemble the products more than the starting materials (reactants). 
C)  The transition state of an endothermic reaction will resemble the starting materials (reactants) more than the product. 
D)  the difference in energy between the starting materials (reactants) and transition state controls the rate of a reaction. 
A)  The transition state of an exothermic reaction will resemble the starting materials (reactants) more than the product. 
B)  The transition state of an exothermic reaction will resemble the products more than the starting materials (reactants). 
C)  The transition state of an endothermic reaction will resemble the starting materials (reactants) more than the product. 
D)  the difference in energy between the starting materials (reactants) and transition state controls the rate of a reaction.

Question 3

What is the correct order of stability of the following radicals (more stable > less stable)?

Accepted Answer

A)  1 > 2 > 3 
B)  2 > 1 > 3 
C)  2 > 3 > 1 
D)  3 > 2 > 1 
A)  1 > 2 > 3 
B)  2 > 1 > 3 
C)  2 > 3 > 1 
D)  3 > 2 > 1

Question 4

In the chlorination of methane, the propagation steps involve forming methyl, chlorine, and hydrogen radicals.

Accepted Answer

A) True 
 B)False

Question 5

What is the major organic product obtained from the following reaction?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 6

How many π-bonding, non-bonding, and antibonding orbitals does the allyl radical possess?

Accepted Answer

A)  one bonding, one nonbonding, and one antibonding 
B)  two bonding, no nonbonding, and no antibonding 
C)  two bonding, one nonbonding, and no antibonding 
D)  three bonding, no nonbonding, and no antibonding 
A)  one bonding, one nonbonding, and one antibonding 
B)  two bonding, no nonbonding, and no antibonding 
C)  two bonding, one nonbonding, and no antibonding 
D)  three bonding, no nonbonding, and no antibonding

Question 7

Which of the following compounds is most susceptible to autooxidation?

Accepted Answer

A)  propene 
B)  1,3-butadiene 
C)  1,4-pentadiene 
D)  1,5-hexadiene 
A)  propene 
B)  1,3-butadiene 
C)  1,4-pentadiene 
D)  1,5-hexadiene

Question 8

Which of the following has the list of compounds in the correct order of decreasing density (higher density > lower density)?

Accepted Answer

A)  CH2Cl2 > CH2Br2 > CH2I2 
B)  CH2Cl2 > CH2I2 > CH2Br2 
C)  CH2I2 > CH2Br2 > CH2Cl2 
D)  CH2I2 > CH2Cl2 > CH2Br2 
A)  CH2Cl2 > CH2Br2 > CH2I2 
B)  CH2Cl2 > CH2I2 > CH2Br2 
C)  CH2I2 > CH2Br2 > CH2Cl2 
D)  CH2I2 > CH2Cl2 > CH2Br2

Question 9

Which of the following has the list of compounds in the correct order of decreasing boiling point (higher boiling point > lower boiling point)?

Accepted Answer

A)  chloromethane > chloroethane > 2-chloropropane > 2-chloro-2-methylpropane 
B)  2-chloro-2-methylpropane > 2-chloropropane > chloroethane > chloromethane 
C)  chloroethane > chloromethane > 2-chloro-2-methylpropane > 2-chloropropane 
D)  chloromethane > 2-chloro-2-methylpropane > 2-chloropropane > chloroethane 
A)  chloromethane > chloroethane > 2-chloropropane > 2-chloro-2-methylpropane 
B)  2-chloro-2-methylpropane > 2-chloropropane > chloroethane > chloromethane 
C)  chloroethane > chloromethane > 2-chloro-2-methylpropane > 2-chloropropane 
D)  chloromethane > 2-chloro-2-methylpropane > 2-chloropropane > chloroethane

Question 10

What is the major product of autooxidation of cyclohexene?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 11

Autoxidation occurs by a radical chain mechanism that requires oxygen and an initiator.

Accepted Answer

A) True 
 B)False

Question 12

What is the major organic product obtained from the following reaction?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 13

What is the IUPAC name of the following compound? ​

Accepted Answer

A)  1,3-dichloro-3-methylhexane 
B)  3-methyl-1,3-dichlorohexane 
C)  2-chloro-2-(1-chloroethyl)-hexane 
D)  2,4-dichloro-2-(n-propyl)butane 
A)  1,3-dichloro-3-methylhexane 
B)  3-methyl-1,3-dichlorohexane 
C)  2-chloro-2-(1-chloroethyl)-hexane 
D)  2,4-dichloro-2-(n-propyl)butane

Question 14

What type of reactive intermediate is formed in the reaction of propene with N-bromosuccinimide to give 3-bromo-1-propene?

Accepted Answer

A)  allylic carbocation 
B)  allylic carbanion 
C)  allylic radical 
D)  cyclic bromonium ion 
A)  allylic carbocation 
B)  allylic carbanion 
C)  allylic radical 
D)  cyclic bromonium ion

Question 15

Homolytic cleavage of CH3CH2CH2-O-O-CH2CH3 would produce two identical radicals.

Accepted Answer

A) True 
 B)False

Question 16

The IUPAC name for the following substance is 6-methyl-2-bromoheptane.

Accepted Answer

A) True 
 B)False

Question 17

The number of possible dibromination products of 2-methylpropane is______.

Accepted Answer

The answer of The number of possible dibromination products of...

Question 18

How many electrons does the allyl radical have in p orbitals

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 19

What is the IUPAC name of the following compound?

Accepted Answer

A)  (R)-1-chloro-3-methyl-2-cyclohexene 
B)  (S)-1-chloro-3-methyl-2-cyclohexene 
C)  (R)-3-chloro-1-methylcyclohexene 
D)  (S)-3-chloro-1-methylcyclohexene 
A)  (R)-1-chloro-3-methyl-2-cyclohexene 
B)  (S)-1-chloro-3-methyl-2-cyclohexene 
C)  (R)-3-chloro-1-methylcyclohexene 
D)  (S)-3-chloro-1-methylcyclohexene

Question 20

What is the major organic product obtained from the following reaction?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Exam 8: Haloalkanes, Halogenation, and Radical Reactions

What is the IUPAC name of the following compound?

Which of the following is an accurate statement of Hammond's postulate?

What is the correct order of stability of the following radicals (more stable > less stable)?

In the chlorination of methane, the propagation steps involve forming methyl, chlorine, and hydrogen radicals.

What is the major organic product obtained from the following reaction?

How many π-bonding, non-bonding, and antibonding orbitals does the allyl radical possess?

Which of the following compounds is most susceptible to autooxidation?

Which of the following has the list of compounds in the correct order of decreasing density (higher density > lower density)?

Which of the following has the list of compounds in the correct order of decreasing boiling point (higher boiling point > lower boiling point)?

What is the major product of autooxidation of cyclohexene?

Autoxidation occurs by a radical chain mechanism that requires oxygen and an initiator.

What is the major organic product obtained from the following reaction?

What is the IUPAC name of the following compound? ​

What type of reactive intermediate is formed in the reaction of propene with N-bromosuccinimide to give 3-bromo-1-propene?

Homolytic cleavage of CH3CH2CH2-O-O-CH2CH3 would produce two identical radicals.

The IUPAC name for the following substance is 6-methyl-2-bromoheptane.

The number of possible dibromination products of 2-methylpropane is______.

How many electrons does the allyl radical have in p orbitals

What is the IUPAC name of the following compound?

What is the major organic product obtained from the following reaction?

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Alkynes

Nucleophilic Substitution and Beta-Elimination

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Benzene and the Concept of Aromaticity

Reactions of Benzene and Its Derivatives

Amines

Catalytic Carbon-Carbon Bond Formation

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids

Organic Polymer Chemistry

Filters

What is the IUPAC name of the following compound?

Homolytic cleavage of CH₃CH₂CH₂-O-O-CH₂CH₃ would produce two identical radicals.