Question 1

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. A

Question 2

Which of the following statements is not true?

Accepted Answer

A) Homolytic cleavage of a bond in a neutral molecule gives two radicals. 
B) Radicals have one or more unpaired electrons. 
C) Movement of single electrons is depicted using a "fishhook arrow". 
D) The C-F bond is the weakest bond between carbon atom and a halogen. 
A) Homolytic cleavage of a bond in a neutral molecule gives two radicals. 
B) Radicals have one or more unpaired electrons. 
C) Movement of single electrons is depicted using a "fishhook arrow". 
D) The C-F bond is the weakest bond between carbon atom and a halogen. D

Question 3

Consider the following reaction.   In the presence of peroxides, the major product of the reaction is shown below.

Accepted Answer

A) True 
 B)False  True

Question 4

What is the IUPAC name of the following compound?

Accepted Answer

A) (R)-2-bromo-2-vinylpentane 
B) (S)-2-bromo-2-vinylpentane 
C) (S)-3-bromo-3-propyl-1-butene 
D) (R)-3-bromo-3-methyl-1-hexene 
A) (R)-2-bromo-2-vinylpentane 
B) (S)-2-bromo-2-vinylpentane 
C) (S)-3-bromo-3-propyl-1-butene 
D) (R)-3-bromo-3-methyl-1-hexene

Question 5

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

Accepted Answer

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

Question 6

What is the correct assignment of the names of the following compounds?
1)CH3Cl
2)CH2Cl2
3)CHCl3

Accepted Answer

A) 1 = methyl chloride; 2 = chloroform; 3 = methylene chloride 
B) 1 = trichlor; 2 = chloroform; 3 = methylene chloride 
C) 1 = methyl chloride; 2 = methylene chloride; 3 = chloroform 
D) 1 = chloroform; 2 = methylene chloride; 3 = trichlor 
A) 1 = methyl chloride; 2 = chloroform; 3 = methylene chloride 
B) 1 = trichlor; 2 = chloroform; 3 = methylene chloride 
C) 1 = methyl chloride; 2 = methylene chloride; 3 = chloroform 
D) 1 = chloroform; 2 = methylene chloride; 3 = trichlor

Question 7

The number of possible monobromination products, including cis-trans isomers, of methylcyclopentane is ______.

Accepted Answer

The answer of The number of possible monobromination products, including...

Question 8

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

Accepted Answer

A) True 
 B)False

Question 9

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

Accepted Answer

A) True 
 B)False

Question 10

What are the major products formed upon treatment of (E)-3-methyl-2-hexene with HBr in the presence of peroxides?
1)(S,S)-2-bromo-3-methylhexane
2)(S,R)-2-bromo-2-methylhexane
3)(R,S)-2-bromo-2-methylhexane
4)(R,R)-2-bromo-2-methylhexane

Accepted Answer

A) only 1 and 2 
B) only 1 and 4 
C) only 2 and 3 
D) a mixture of 1, 2, 3, and 4 
A) only 1 and 2 
B) only 1 and 4 
C) only 2 and 3 
D) a mixture of 1, 2, 3, and 4

Question 11

The IUPAC name for the following substance is trans-1-bromo-4-methylcyclohexane.

Accepted Answer

A) True 
 B)False

Question 12

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 13

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 14

The major products of the reaction would be formed from the radical intermediate numbered _____ as shown below.
1.   2.

Accepted Answer

The answer of The major products of the reaction would...

Question 15

During bromination using NBS, the addition product is not observed because the rate of addition is _______than the rate of the chain propagation steps.

Accepted Answer

The answer of During bromination using NBS, the addition product...

Question 16

Which of the following statements is not true?

Accepted Answer

A) Bromine radicals add to the least substituted end of a carbon-carbon double bond of an alkene. 
B) The major non-Markovnikov product obtained upon addition of HBr to alkenes in the presence of a peroxide is formed in a radical termination step. 
C) Two radicals combine in radical termination steps. 
D) Alkoxy radicals remove a hydrogen atom from HBr to give an alcohol and a bromine atom. 
A) Bromine radicals add to the least substituted end of a carbon-carbon double bond of an alkene. 
B) The major non-Markovnikov product obtained upon addition of HBr to alkenes in the presence of a peroxide is formed in a radical termination step. 
C) Two radicals combine in radical termination steps. 
D) Alkoxy radicals remove a hydrogen atom from HBr to give an alcohol and a bromine atom.

Question 17

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

Accepted Answer

The answer of What is the major organic product obtained...

Question 18

What type of reactive intermediate is formed in the reaction of propene with hydrogen bromide in the presence of peroxides to give 1-bromopropane?

Accepted Answer

A) 1.0$\circ$ radical 
B) 1$\circ$ carbocation 
C) 1$\circ$ radical 
D) 2$\circ$ radical 
A) 1.0$\circ$ radical 
B) 1$\circ$ carbocation 
C) 1$\circ$ radical 
D) 2$\circ$ radical

Question 19

What is the major product formed upon radical bromination of (S)-3-methylhexane?

Accepted Answer

A) (S) 3-bromo-3-methylhexane 
B) (R) 3-bromo-3-methylhexane 
C) a mixture of (R) and (S) 3-bromo-3-methylhexane 
D) (3R) 1-bromo-3-methylhexane 
A) (S) 3-bromo-3-methylhexane 
B) (R) 3-bromo-3-methylhexane 
C) a mixture of (R) and (S) 3-bromo-3-methylhexane 
D) (3R) 1-bromo-3-methylhexane

Question 20

How many $\pi$-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

Exam 8: Haloalkanes, Halogenation, and Radical Reactions

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

Which of the following statements is not true?

Consider the following reaction. In the presence of peroxides, the major product of the reaction is shown below.

What is the IUPAC name of the following compound?

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

What is the correct assignment of the names of the following compounds? 1)CH3Cl 2)CH2Cl2 3)CHCl3

The number of possible monobromination products, including cis-trans isomers, of methylcyclopentane is ______.

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

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

What are the major products formed upon treatment of (E)-3-methyl-2-hexene with HBr in the presence of peroxides? 1)(S,S)-2-bromo-3-methylhexane 2)(S,R)-2-bromo-2-methylhexane 3)(R,S)-2-bromo-2-methylhexane 4)(R,R)-2-bromo-2-methylhexane

The IUPAC name for the following substance is trans-1-bromo-4-methylcyclohexane.

What is the major product of autooxidation of cyclohexene?

How many electrons does the allyl radical have in p orbitals

The major products of the reaction would be formed from the radical intermediate numbered _____ as shown below. 1. 2.

During bromination using NBS, the addition product is not observed because the rate of addition is _______than the rate of the chain propagation steps.

Which of the following statements is not true?

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

What type of reactive intermediate is formed in the reaction of propene with hydrogen bromide in the presence of peroxides to give 1-bromopropane?

What is the major product formed upon radical bromination of (S)-3-methylhexane?

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

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 correct assignment of the names of the following compounds? 1)CH₃Cl 2)CH₂Cl₂ 3)CHCl₃

How many $\pi$ -bonding, non-bonding, and antibonding orbitals does the allyl radical possess?