Question 1

Which of the following reactions is a termination step in the free radical chlorination of methane?

Accepted Answer

A) Cl2 + Cl ∙ → Cl ∙ + Cl2 
B) Cl2 → 2 Cl ∙ 
C) ∙ CH3 + Cl ∙ → CH3Cl 
D) CH4 + Cl ∙ → HCl + ∙ CH3 
A) Cl2 + Cl ∙ → Cl ∙ + Cl2 
B) Cl2 → 2 Cl ∙ 
C) ∙ CH3 + Cl ∙ → CH3Cl 
D) CH4 + Cl ∙ → HCl + ∙ CH3

Question 2

An unknown sample is suspected of being either ethane or isobutane. How would you distinguish between the two alkanes?

Accepted Answer

A kinetic study of the rate of

Question 3

What is the major product of the following reaction?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 4

Provide the major organic product of the reaction below.

Accepted Answer

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

Question 5

Predict the major monobromination product in the following reaction.

Accepted Answer

The answer of Predict the major monobromination product in the...

Question 6

Species with unpaired electrons are called ________.

Accepted Answer

radicals o

Question 7

Give the best product for the following reaction.

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 8

Which of the following represents the best preparation of 2-cyclopentenol from cyclopentane?

Accepted Answer

A) 1) Br2, hυ 2. NaOCH3 3. NBS, CCl4 4. H2O 
B) 1) NBS, CCl4 2. Br2, CCl4 3. NaOH 
C) 1) Br2, hυ 2. H2O2 
D) 1) NBS, CCl4 2. NaOCH3 3. H2O2 
E) 1) NBS, CCl4 2. H2O2 3. Br2, CCl4 4. NaOCH3 
A) 1) Br2, hυ 2. NaOCH3 3. NBS, CCl4 4. H2O 
B) 1) NBS, CCl4 2. Br2, CCl4 3. NaOH 
C) 1) Br2, hυ 2. H2O2 
D) 1) NBS, CCl4 2. NaOCH3 3. H2O2 
E) 1) NBS, CCl4 2. H2O2 3. Br2, CCl4 4. NaOCH3

Question 9

Provide a series of synthetic steps by which (CH3)2C=CH2 could be prepared from 2-methylpropane.

Accepted Answer

1. Br₂, hυ

Question 10

Name each distinct alkyl chloride (including stereoisomers)that can be generated from monochlorination of 2,2-dimethylbutane.

Accepted Answer

1-chloro-2,2-dimethylbutane
(R

Question 11

Which is more stable, a tertiary alkyl radical or a benzylic radical? Explain.

Accepted Answer

A benzylic radical is more sta

Question 12

Give the steps needed for the following reaction.

Accepted Answer

The answer of Give the steps needed for the following...

Question 13

Predict the major monobromination product in the following reaction.
(CH3)3CCH2CH3 + Br2

Accepted Answer

Question 14

Chlorination of methane can result in a mixture of chlorinated products. What experimental conditions should be used to favor the production of chloromethane over the other chlorinated products?

Accepted Answer

Make sure the molar

Question 15

Which of the following is a chain propagation step in the free radical chlorination of methane?

Accepted Answer

A) CH4 + Cl ∙ → ∙ CH3 + HCl 
B) Cl2 → 2 Cl ∙ 
C) Cl ∙ + ∙ CH3 → CH3Cl 
D) ∙ CH3 + CH4 → CH4 + ∙CH3 
A) CH4 + Cl ∙ → ∙ CH3 + HCl 
B) Cl2 → 2 Cl ∙ 
C) Cl ∙ + ∙ CH3 → CH3Cl 
D) ∙ CH3 + CH4 → CH4 + ∙CH3

Question 16

Complete the following tree of reactions by supplying the missing reagents:

Accepted Answer

a) NBS/heat
b) HBr
c

Question 17

When (R)-2-bromobutane reacts with Cl2/hv, which of the following is true?

Accepted Answer

A) I is formed. 
B) II is formed. 
C) I and II are formed in equal amounts. 
D) I and II are formed in unequal amounts. 
E) I and II could never form under these conditions. 
A) I is formed. 
B) II is formed. 
C) I and II are formed in equal amounts. 
D) I and II are formed in unequal amounts. 
E) I and II could never form under these conditions.

Question 18

What sequence of reagents can be used to accomplish the conversion shown below?

Accepted Answer

1. H₂SO₄, △

Question 19

Calculate the percentages of each product in the following reaction.

Accepted Answer

A = 0.09%
B = 4.86%

Question 20

Explain why alkanes are generally considered unreactive compounds.

Accepted Answer

They are unreactive

Exam 13: Reactions of Alkanes, Radicals

Which of the following reactions is a termination step in the free radical chlorination of methane?

An unknown sample is suspected of being either ethane or isobutane. How would you distinguish between the two alkanes?

What is the major product of the following reaction?

Provide the major organic product of the reaction below.

Predict the major monobromination product in the following reaction.

Species with unpaired electrons are called ________.

Give the best product for the following reaction.

Which of the following represents the best preparation of 2-cyclopentenol from cyclopentane?

Provide a series of synthetic steps by which (CH3)2C=CH2 could be prepared from 2-methylpropane.

Name each distinct alkyl chloride (including stereoisomers)that can be generated from monochlorination of 2,2-dimethylbutane.

Which is more stable, a tertiary alkyl radical or a benzylic radical? Explain.

Give the steps needed for the following reaction.

Predict the major monobromination product in the following reaction. (CH3)3CCH2CH3 + Br2

Chlorination of methane can result in a mixture of chlorinated products. What experimental conditions should be used to favor the production of chloromethane over the other chlorinated products?

Which of the following is a chain propagation step in the free radical chlorination of methane?

Complete the following tree of reactions by supplying the missing reagents:

When (R)-2-bromobutane reacts with Cl2/hv, which of the following is true?

What sequence of reagents can be used to accomplish the conversion shown below?

Calculate the percentages of each product in the following reaction.

Explain why alkanes are generally considered unreactive compounds.

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds

Isomers: the Arrangement of Atoms in Space

Alkenes Thermodynamics and Kinetics

Reactions of Alkenes

Reactions of Alkynes Introduction to Multistep Synthesis

Electron Delocalization, Resonance, and Aromaticity More About Molecular Orbital Theory

Substitution Reactions of Alkyl Halides

Elimination Reactions of Alkyl Halides Competition Between Substitution and Elimination

Reactions of Alcohols, Ethers, Epoxides, and Sulfur-Containing Compounds

Organometallic Compounds

Mass Spectrometry, Infrared Spectroscopy, and Uvvis Spectroscopy

Nmr Spectroscopy

Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

Reactions of Aldehydes and Ketones

Reactions at the Alpha Carbon of Carbonyl Compounds

Reactions of Benzene and Substituted Benzenes

More About Amines Heterocylic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Catalysis

The Organic Mechanisms of the Coenzymes

The Chemistry of Metabolism

Nucleosides, Nucleotides, and Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

Provide a series of synthetic steps by which (CH₃)₂C=CH₂ could be prepared from 2-methylpropane.

Predict the major monobromination product in the following reaction. (CH₃)₃CCH₂CH₃ + Br₂

When (R)-2-bromobutane reacts with Cl₂/hv, which of the following is true?