Question 1

Which of the following would be the major product in the following reaction sequence?

Accepted Answer

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

Question 2

Select the structure of the major product formed in 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 B

Question 3

A chain reaction is one that:

Accepted Answer

A) involves a series of steps. 
B) involves two steps of equal activation energy. 
C) is one that can be initiated by light. 
D) involves a series of steps,each of which generates a reactive intermediate that brings about the next step. 
E) involves free radicals that have an unusual stability and thereby cause a large quantum yield. 
A) involves a series of steps. 
B) involves two steps of equal activation energy. 
C) is one that can be initiated by light. 
D) involves a series of steps,each of which generates a reactive intermediate that brings about the next step. 
E) involves free radicals that have an unusual stability and thereby cause a large quantum yield. D

Question 4

Consider the light-initiated chlorination of (S)-2-chlorobutane followed by careful fractional distillation (or separation by GLC)of all of the products with the formula C4H8Cl2.How many fractions (in total)would be obtained and how many of these fractions would be optically active?

Accepted Answer

A) Three fractions total; all optically active 
B) Four fractions total; three fractions optically active 
C) Five fractions total; all optically active 
D) Five fractions total; four fractions optically active 
E) Five fractions total; three fractions optically active 
A) Three fractions total; all optically active 
B) Four fractions total; three fractions optically active 
C) Five fractions total; all optically active 
D) Five fractions total; four fractions optically active 
E) Five fractions total; three fractions optically active

Question 5

Draw bond-line formulas of all dichloro derivatives that might be formed when 1-chloro-2,2,3,3-tetramethylpentane is allowed to react with Cl2 under UV irradiation.For each structure,indicate,with an asterisk,any stereocenters that might be present.

Accepted Answer

Question 6

What is the product for the following three-step reaction sequence?

Accepted Answer

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

Question 7

Which would be the best way to carry out the following synthesis?

Accepted Answer

A) (1)HA,heat; (2)HBr 
B) (1)HBr and peroxides; (2)Br2/CCl4 
C) (1)HA,heat; (2)HBr and peroxides 
D) (1)Br2/CCl4; (2)HA,heat 
E) (1)HA,heat; (2)Br2/CCl4 
A) (1)HA,heat; (2)HBr 
B) (1)HBr and peroxides; (2)Br2/CCl4 
C) (1)HA,heat; (2)HBr and peroxides 
D) (1)Br2/CCl4; (2)HA,heat 
E) (1)HA,heat; (2)Br2/CCl4

Question 8

Which hydrogen atom(s)of   is/are least susceptible to abstraction by free radicals?

Accepted Answer

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

Question 9

What would be the major product of the following reaction sequence?

Accepted Answer

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

Question 10

What is the product for the following three-step reaction sequence?

Accepted Answer

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

Question 11

In the presence of light,ethane (1 mol)reacts with chlorine (1 mol)to form which product(s)?

Accepted Answer

A) CH2ClCHCl2 
B) CH3CHCl2 
C) CH3CH2Cl 
D) ClCH2CH2Cl 
E) All of these choices. 
A) CH2ClCHCl2 
B) CH3CHCl2 
C) CH3CH2Cl 
D) ClCH2CH2Cl 
E) All of these choices.

Question 12

The hybridization state of the carbon of a methyl radical is:

Accepted Answer

A) sp 
B) sp2 
C) sp3 
D) sp4 
E) p3 
A) sp 
B) sp2 
C) sp3 
D) sp4 
E) p3

Question 13

The free radical chlorination of pentane produces this number of monochloro compounds,including stereoisomers.

Accepted Answer

A) 2 
B) 3 
C) 4 
D) 5 
E) 6 
A) 2 
B) 3 
C) 4 
D) 5 
E) 6

Question 14

Which of the following would be the major product in the following reaction sequence?

Accepted Answer

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

Question 15

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

Accepted Answer

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

Question 16

What would be the major product of the following reaction sequence?

Accepted Answer

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

Question 17

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

Accepted Answer

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

Question 18

In a chain-propagating step,one radical ___.

Accepted Answer

The answer of In a chain-propagating step,one radical ___....

Question 19

What is the product for the following three-step reaction sequence?

Accepted Answer

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

Question 20

Which hydrogen would be abstracted first when mono-brominating with Br2 and light?

Accepted Answer

A) Ha 
B) Hb 
C) Hc 
D) Hd 
E) He 
A) Ha 
B) Hb 
C) Hc 
D) Hd 
E) He

Exam 10: Radical Reactions

Which of the following would be the major product in the following reaction sequence?

Select the structure of the major product formed in the following reaction.

A chain reaction is one that:

Consider the light-initiated chlorination of (S)-2-chlorobutane followed by careful fractional distillation (or separation by GLC)of all of the products with the formula C4H8Cl2.How many fractions (in total)would be obtained and how many of these fractions would be optically active?

Draw bond-line formulas of all dichloro derivatives that might be formed when 1-chloro-2,2,3,3-tetramethylpentane is allowed to react with Cl2 under UV irradiation.For each structure,indicate,with an asterisk,any stereocenters that might be present.

What is the product for the following three-step reaction sequence?

Which would be the best way to carry out the following synthesis?

Which hydrogen atom(s)of is/are least susceptible to abstraction by free radicals?

What would be the major product of the following reaction sequence?

What is the product for the following three-step reaction sequence?

In the presence of light,ethane (1 mol)reacts with chlorine (1 mol)to form which product(s)?

The hybridization state of the carbon of a methyl radical is:

The free radical chlorination of pentane produces this number of monochloro compounds,including stereoisomers.

Which of the following would be the major product in the following reaction sequence?

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

What would be the major product of the following reaction sequence?

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

In a chain-propagating step,one radical ___.

What is the product for the following three-step reaction sequence?

Which hydrogen would be abstracted first when mono-brominating with Br2 and light?

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Reactions at the Α Carbon of Carbonyl Compounds

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Consider the light-initiated chlorination of (S)-2-chlorobutane followed by careful fractional distillation (or separation by GLC)of all of the products with the formula C₄H₈Cl₂.How many fractions (in total)would be obtained and how many of these fractions would be optically active?

Draw bond-line formulas of all dichloro derivatives that might be formed when 1-chloro-2,2,3,3-tetramethylpentane is allowed to react with Cl₂ under UV irradiation.For each structure,indicate,with an asterisk,any stereocenters that might be present.

Which hydrogen would be abstracted first when mono-brominating with Br₂ and light?