Question 1

During bromination using NBS, the concentration of bromine remains ________throughout the course of the reaction.

Accepted Answer

The answer of During bromination using NBS, the concentration of...

Question 2

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 3

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 4

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 5

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 6

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 7

Which halogen is most useful in the regioselective radical halogenation of alkenes??

Accepted Answer

A) fluorine 
B) chlorine 
C) bromine 
D) iodine 
A) fluorine 
B) chlorine 
C) bromine 
D) iodine

Question 8

The products of the addition of HBr to an alkene in the presence of peroxides is accounted for by a polar reaction mechanism.

Accepted Answer

A) True 
 B)False

Question 9

Which of the following alkanes does not undergo monobromination to form a single bromoalkane as the major product?

Accepted Answer

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

Question 10

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

Accepted Answer

A) True 
 B)False

Question 11

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 12

What is the major product obtained from the reaction of 2-methyl-2-butene with hydrogen bromide in the presence of peroxides?

Accepted Answer

A) 2,3-dibromo-2-methylbutane 
B) 2-bromo-3-methylbutane 
C) 2-bromo-2-methylbutane 
D) (
E) -1-bromo-2-methyl-2-butene 
A) 2,3-dibromo-2-methylbutane 
B) 2-bromo-3-methylbutane 
C) 2-bromo-2-methylbutane 
D) (
E) -1-bromo-2-methyl-2-butene

Question 13

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

Accepted Answer

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

Question 14

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 15

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 16

The number of possible monobromination products of cyclopentane is______.

Accepted Answer

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

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 is the reactive intermediate in the autooxidation of cyclohexene?

Accepted Answer

A) an allylic radical 
B) a 2$\circ$ carbocation 
C) a carbocation 
D) a diene 
A) an allylic radical 
B) a 2$\circ$ carbocation 
C) a carbocation 
D) a diene

Question 19

What are the major organic products obtained from the following reaction?

Accepted Answer

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

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

During bromination using NBS, the concentration of bromine remains ________throughout the course of the reaction.

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 about the allyl radical

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

What is the IUPAC name of the following compound?

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

Which halogen is most useful in the regioselective radical halogenation of alkenes??

The products of the addition of HBr to an alkene in the presence of peroxides is accounted for by a polar reaction mechanism.

Which of the following alkanes does not undergo monobromination to form a single bromoalkane as the major product?

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

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

What is the major product obtained from the reaction of 2-methyl-2-butene with hydrogen bromide in the presence of peroxides?

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

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

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

The number of possible monobromination products of cyclopentane is______.

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

What is the reactive intermediate in the autooxidation of cyclohexene?

What are the major organic products obtained from the following reaction?

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