Question 1

Which of the following statements is not true about the allyl radical

Accepted Answer

A)  The carbon-carbon bond lengths are identical. 
B)  The unpaired electron density is shared between carbons 1 and 2. 
C)  It undergoes reaction with bromine to give a single product. 
D)  It is formed by abstraction of a hydrogen atom from the methyl group of propene. 
A)  The carbon-carbon bond lengths are identical. 
B)  The unpaired electron density is shared between carbons 1 and 2. 
C)  It undergoes reaction with bromine to give a single product. 
D)  It is formed by abstraction of a hydrogen atom from the methyl group of propene.

Question 2

Provide the IUPAC name of the following compound (shown as a Fischer projection).

Accepted Answer

The answer of Provide the IUPAC name of the following...

Question 3

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

Accepted Answer

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

Question 4

Which of the following has the list of compounds in the correct order of decreasing molecular polar (more polar > less polar)?

Accepted Answer

A)  CH3I > CH3Br > CH3Cl > CH3F 
B)  CH3F > CH3Cl > CH3Br > CH3I 
C)  CH3Cl > CH3F > CH3Br > CH3I 
D)  CH3Cl > CH3I > CH3F > CH3Cl 
A)  CH3I > CH3Br > CH3Cl > CH3F 
B)  CH3F > CH3Cl > CH3Br > CH3I 
C)  CH3Cl > CH3F > CH3Br > CH3I 
D)  CH3Cl > CH3I > CH3F > CH3Cl

Question 5

What is the structure of all of the monobrominated products, including regioismers and stereoisomers, obtained from the following reaction?

Accepted Answer

The answer of What is the structure of all of...

Question 6

The number of possible monobromination products of cyclopentane is______.

Accepted Answer

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

Question 7

What type of orbitals overlap to provide stability to the tert-butyl radical by hyperconjugation?

Accepted Answer

A)  3° C 2p atomic orbital + 3° C sp2 atomic orbital 
B)  3° C 2p atomic orbital + methyl C−H σ molecular orbital 
C)  3° C sp2 atomic orbital + methyl C−H σ molecular orbital 
D)  3° C 2p atomic orbital + methyl C 2s atomic orbital 
A)  3° C 2p atomic orbital + 3° C sp2 atomic orbital 
B)  3° C 2p atomic orbital + methyl C−H σ molecular orbital 
C)  3° C sp2 atomic orbital + methyl C−H σ molecular orbital 
D)  3° C 2p atomic orbital + methyl C 2s atomic orbital

Question 8

What is the characteristic of a radical chain propagation step?

Accepted Answer

A)  Radicals are formed. 
B)  Byproducts are formed. 
C)  A radical reacts with a molecule to give a new radical and a new molecule. 
D)  Two radicals combine to give a molecule. 
A)  Radicals are formed. 
B)  Byproducts are formed. 
C)  A radical reacts with a molecule to give a new radical and a new molecule. 
D)  Two radicals combine to give a molecule.

Question 9

The major products of the reaction would be formed from the radical intermediate numbered _____ as shown below.
1. $\mathrm{CH}_{3} \mathrm{CH}=\mathrm{CH}-\dot{\mathrm{C}} \mathrm{HCH}_{2} \mathrm{CH}_{3}$  $\mathrm{CH}_{3} \dot{\mathrm{C}} \mathrm{H}-\mathrm{CH}=\mathrm{CHCH}_{2} \mathrm{CH}_{3}$ 2. $\dot{\mathrm{C}} \mathrm{H}_{2} \mathrm{CH}=\mathrm{CHCH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}$  $\mathrm{CH}_{2}=\mathrm{CHC} \dot{\mathrm{C}} \mathrm{HCH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}$

Accepted Answer

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

Question 10

What is the characteristic of a radical chain termination step?

Accepted Answer

A)  Radicals are formed. 
B)  Substitution products are formed. 
C)  A radical reacts with a molecule to give a new radical and a new molecule. 
D)  Two radicals combine to give a molecule. 
A)  Radicals are formed. 
B)  Substitution products are formed. 
C)  A radical reacts with a molecule to give a new radical and a new molecule. 
D)  Two radicals combine to give a molecule.

Question 11

Consider the reaction below to answer the following question(s). $\begin{array}{ccccc}
\mathrm{CH}_{3} \mathrm{CH}=\mathrm{CHCH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}&\underset{h v}{\stackrel{\text { NBS }}{\rightarrow}} &\mathrm{CH}_{3} \mathrm{CH}=\mathrm{CHCHCH}_{2} \mathrm{CH}_{3}&+&\mathrm{CH}_{3} \mathrm{CHCH}=\mathrm{CHCH}_{2} \mathrm{CH}_{3}\
&&|&&|\&&\mathrm{Br}&&\mathrm{Br}\A&&B&&C
\end{array}$

-The number of allylic positions in compound A is ______.

Accepted Answer

The answer of Consider the reaction below to answer the...

Question 12

What type of reactive intermediate is formed upon irradiation of a solution of toluene (Ph-CH3) and bromine?

Accepted Answer

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

Question 13

Which of the following statements is not true regarding the halogenation of alkanes upon treatment with halogen and light?

Accepted Answer

A)  Bromination is more selective for 3° positions than chlorination. 
B)  The reaction proceeds via a radical intermediate. 
C)  The reaction proceeds via a chain reaction. 
D)  This is a useful process for the formation of fluorides, chlorides, bromides and iodides. 
A)  Bromination is more selective for 3° positions than chlorination. 
B)  The reaction proceeds via a radical intermediate. 
C)  The reaction proceeds via a chain reaction. 
D)  This is a useful process for the formation of fluorides, chlorides, bromides and iodides.

Question 14

What is the characteristic of a radical chain initiation step?

Accepted Answer

A)  Radicals are formed. 
B)  Substitution products are formed. 
C)  A radical reacts with a molecule to give a new radical and a new molecule. 
D)  Two radicals combine to give a molecule. 
A)  Radicals are formed. 
B)  Substitution products are formed. 
C)  A radical reacts with a molecule to give a new radical and a new molecule. 
D)  Two radicals combine to give a molecule.

Question 15

Which of the following alkenes undergoes allylic bromination to form a single monobrominated product?

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

Which of the following statements is not true about the allyl radical

Provide the IUPAC name of the following compound (shown as a Fischer projection).

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

Which of the following has the list of compounds in the correct order of decreasing molecular polar (more polar > less polar)?

What is the structure of all of the monobrominated products, including regioismers and stereoisomers, obtained from the following reaction?

The number of possible monobromination products of cyclopentane is______.

What type of orbitals overlap to provide stability to the tert-butyl radical by hyperconjugation?

What is the characteristic of a radical chain propagation step?

What is the characteristic of a radical chain termination step?

Consider the reaction below to answer the following question(s). = = + = | | A B C -The number of allylic positions in compound A is ______.

What type of reactive intermediate is formed upon irradiation of a solution of toluene (Ph-CH3) and bromine?

Which of the following statements is not true regarding the halogenation of alkanes upon treatment with halogen and light?

What is the characteristic of a radical chain initiation step?

Which of the following alkenes undergoes allylic bromination to form a single monobrominated product?

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 type of reactive intermediate is formed upon irradiation of a solution of toluene (Ph-CH₃) and bromine?