Question 1

Rank the following fractions which result from the fractional distillation of petroleum in order of increasing boiling point: asphalt,gasoline,kerosene,natural gas,heating oil.

Accepted Answer

natural gas < gasoli

Question 2

Which of the following is a benzyl radical?

Accepted Answer

A) I 
B) II 
C) III 
D) I and III 
E) I,II and III 
A) I 
B) II 
C) III 
D) I and III 
E) I,II and III

Question 3

Give the steps needed for the following reaction.

Accepted Answer

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

Question 4

Give the best product(s)for the reaction.You may choose more than one answer.

Accepted Answer

A)    
B)    
C)    
D)    
E) CH3CH2-CH   CH-CH2CH2Br 
A)    
B)    
C)    
D)    
E) CH3CH2-CH   CH-CH2CH2Br

Question 5

Given the bond dissociation energies below (in kcal/mol),calculate the overall ΔH° for the following reaction:
(CH3)3CH + Br2 → (CH3)3CBr + HBr
(CH3)3C-H 91
(CH3)3C-Br 65
Br-Br 46
H-Br 88
CH3-Br 70

Accepted Answer

Question 6

Name the two brominated products which result when 2,3-dimethyl-2-butene reacts with NBS.

Accepted Answer

1-bromo-2,3-dimethyl

Question 7

Identify the most stable radical.

Accepted Answer

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

Question 8

Fill in the missing reagents in the reaction below.

Accepted Answer

The answer of Fill in the missing reagents in the...

Question 9

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

Accepted Answer

1.Br₂,hν 2.

Question 10

Which of the following is a step in the mechanism of the reaction shown?

Accepted Answer

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

Question 11

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 12

Calculate the percentage of 1-chloro-2-methylbutane in the following reaction.

Accepted Answer

A) 11.56% 
B) 27.77% 
C) 23.14% 
D) 35.18% 
E) 13.88% 
A) 11.56% 
B) 27.77% 
C) 23.14% 
D) 35.18% 
E) 13.88%

Question 13

Calculate the percentage of 2-chloro-3-methylbutane in the following reaction.

Accepted Answer

A) 11.56% 
B) 27.77% 
C) 23.14% 
D) 35.18% 
E) 13.88% 
A) 11.56% 
B) 27.77% 
C) 23.14% 
D) 35.18% 
E) 13.88%

Question 14

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

Accepted Answer

1.Br₂,hυ 2.

Question 15

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 16

Explain the regioselectivity observed in the radical addition of HBr to 2-methylpropene.

Accepted Answer

The reaction proceeds via the addition o

Question 17

Which of the following statement(s)for dichlorocyclohexane is/are correct? I.cis 1,2- is more stable than trans 1,2.
II)cis 1,3- is more stable than trans 1,3.
III)cis 1,4- is more stable than trans 1,4.

Accepted Answer

A) I 
B) II 
C) III 
D) I and II 
E) I and III 
A) I 
B) II 
C) III 
D) I and II 
E) I and III

Question 18

List the following radicals in order of increasing stability (ie,from least stable to most stable).
(CH3)3C ∙,CH2
    CHCH2 ∙,CH3CH2 ∙,CH3 ∙,(CH3)2CH ∙

Accepted Answer

CH₃ ∙ < CH₃C

Question 19

Which of the following is the best synthesis of 1,1-dibromopropane?

Accepted Answer

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

Question 20

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

Accepted Answer

Exam 12: Radicals

Rank the following fractions which result from the fractional distillation of petroleum in order of increasing boiling point: asphalt,gasoline,kerosene,natural gas,heating oil.

Which of the following is a benzyl radical?

Give the steps needed for the following reaction.

Give the best product(s)for the reaction.You may choose more than one answer.

Given the bond dissociation energies below (in kcal/mol),calculate the overall ΔH° for the following reaction: (CH3)3CH + Br2 → (CH3)3CBr + HBr (CH3)3C-H 91 (CH3)3C-Br 65 Br-Br 46 H-Br 88 CH3-Br 70

Name the two brominated products which result when 2,3-dimethyl-2-butene reacts with NBS.

Identify the most stable radical.

Fill in the missing reagents in the reaction below.

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

Which of the following is a step in the mechanism of the reaction shown?

What is the major product of the following reaction?

Calculate the percentage of 1-chloro-2-methylbutane in the following reaction.

Calculate the percentage of 2-chloro-3-methylbutane in the following reaction.

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

What is the major product of the following reaction?

Explain the regioselectivity observed in the radical addition of HBr to 2-methylpropene.

Which of the following statement(s)for dichlorocyclohexane is/are correct? I.cis 1,2- is more stable than trans 1,2. II)cis 1,3- is more stable than trans 1,3. III)cis 1,4- is more stable than trans 1,4.

List the following radicals in order of increasing stability (ie,from least stable to most stable). (CH3)3C ∙,CH2 CHCH2 ∙,CH3CH2 ∙,CH3 ∙,(CH3)2CH ∙

Which of the following is the best synthesis of 1,1-dibromopropane?

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

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds: Nomenclature, physical Properties, and Structure

Isomers: the Arrangement of Atoms in Space

Alkenes: Structure,nomenclature,and an Introduction to Reactivity - Thermodynamics and Kinetics

The Reactions of Alkenes - the Stereochemistry of Addition Reactions

The Reactions of Alkynes - Introduction to Multistep Synthesis

Delocalized Electrons: Their Effect on Stability, pka, and the Products of a Reaction - Aromaticity and Electronic Effects: an Introduction to the Reactions of Benzene

Substitution and Elimination Reactions of Alkyl Halides

Reactions of Alcohols, ethers, epoxides, amines 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 Α-Carbon

Reactions of Benzene and Substituted Benzenes

More About Amines - Reactions of Heterocylic Compounds

The Organic Chemistry of Carbohydrates

Amino Acids,peptides,and Proteins

Catalysis in Organic Reactions and in Enzymatic Reactions

The Organic Chemistry of the Coenzymes, compounds Derived From Vitamins

The Organic Chemistry of the Metabolic Pathways

The Organic Chemistry of Lipids

The Chemistry of the Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

Given the bond dissociation energies below (in kcal/mol),calculate the overall ΔH° for the following reaction: (CH₃)₃CH + Br₂ → (CH₃)₃CBr + HBr (CH₃)₃C-H 91 (CH₃)₃C-Br 65 Br-Br 46 H-Br 88 CH₃-Br 70

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

List the following radicals in order of increasing stability (ie,from least stable to most stable). (CH₃)₃C ∙,CH₂ CHCH₂ ∙,CH₃CH₂ ∙,CH₃ ∙,(CH₃)₂CH ∙

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