Question 1

How would you convert 1-butene to 1-butanol using radical chemistry?

Accepted Answer

The answer of How would you convert 1-butene to 1-butanol...

Question 2

Provide the major organic product of the reaction below.

Accepted Answer

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

Question 3

Which of the following is the initiation step for the monobromination of cyclohexane?

Accepted Answer

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

Question 4

How many distinct monochlorinated products,including stereoisomers,can result when the alkane below is heated in the presence of Cl2?

Accepted Answer

A) 3 
B) 4 
C) 5 
D) 6 
E) 7 
A) 3 
B) 4 
C) 5 
D) 6 
E) 7

Question 5

Calculate the overall ΔH° for the reaction shown given the bond dissociation energies (in kcal/mol)below: (CH3)3C-H + Cl-Cl → (CH3)3C-Cl + H-Cl
91 58 78.5 103

Accepted Answer

A) +181.5 kcal/mole 
B) +58.0 kcal/mole 
C) +32.5 kcal/mole 
D) -32.5 kcal/mole 
E) -57.5 kcal/mole 
A) +181.5 kcal/mole 
B) +58.0 kcal/mole 
C) +32.5 kcal/mole 
D) -32.5 kcal/mole 
E) -57.5 kcal/mole

Question 6

Which of the following is an allylic radical?

Accepted Answer

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

Question 7

When light is shown on a mixture of chlorine and chloromethane,carbon tetrachloride is one of the components of the final reaction mixture.Propose a series of mechanistic steps which explain this observation.

Accepted Answer

CH₃Cl + Cl ∙ → ∙ CH₂Cl + HCl ∙ C

Question 8

Name the product for the following reaction.

Accepted Answer

The answer of Name the product for the following reaction....

Question 9

Calculate the percentage of 1-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 10

Which H in the molecule below is removed to generate the most stable carbon radical? Show the structure of this radical.

Accepted Answer

The answer of Which H in the molecule below is...

Question 11

Explain why alkanes are generally considered unreactive compounds.

Accepted Answer

They are unreactive

Question 12

A hydrocarbon with molecular formula C5H12 is subjected to free radical chlorination conditions and only one monochlorinated product resulted.Provide the structure of this product.

Accepted Answer

Question 13

What reagent can best be used to convert cyclopentene to 3-bromocyclopentene in a single step?

Accepted Answer

A) Br2,hυ 
B) NBS,Δ 
C) HBr 
D) HBr with peroxide 
E) none of the above 
A) Br2,hυ 
B) NBS,Δ 
C) HBr 
D) HBr with peroxide 
E) none of the above

Question 14

When (R)-2-chlorobutane reacts with Br2/hv,which of the following is true?

Accepted Answer

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

Question 15

Which of the halogens below undergoes free radical halogenation with ethane most rapidly?

Accepted Answer

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

Question 16

Provide the reagents necessary for carrying out the transformation of cyclopentane to cyclopentene.

Accepted Answer

1.Br₂,hυ 2.

Question 17

If cyclohexane reacts with excess Cl2 at high temperature,how many distinct dichlorocyclohexane products are possible? Include all stereoisomers.

Accepted Answer

A) 5 
B) 6 
C) 7 
D) 8 
E) 9 
A) 5 
B) 6 
C) 7 
D) 8 
E) 9

Question 18

How would you convert 1-butene to the following compound?

Accepted Answer

The answer of How would you convert 1-butene to the...

Question 19

Calculate the percentage of 2-chloro-2-methyl butane 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 20

The reaction Br2 + CH3Br → CH2Br2 + HBr was carried out.Which of the following mechanism steps is both productive and relatively likely to occur?

Accepted Answer

A) Br ∙ + ∙ CH2Br → CH2Br2 
B) Br ∙ + ∙ CH3 → CH3Br 
C) Br ∙ + Br2 → Br2 + Br ∙ 
D) Br ∙ + CH3Br → HBr + ∙ CH2Br 
A) Br ∙ + ∙ CH2Br → CH2Br2 
B) Br ∙ + ∙ CH3 → CH3Br 
C) Br ∙ + Br2 → Br2 + Br ∙ 
D) Br ∙ + CH3Br → HBr + ∙ CH2Br

Exam 12: Radicals

How would you convert 1-butene to 1-butanol using radical chemistry?

Provide the major organic product of the reaction below.

Which of the following is the initiation step for the monobromination of cyclohexane?

How many distinct monochlorinated products,including stereoisomers,can result when the alkane below is heated in the presence of Cl2?

Calculate the overall ΔH° for the reaction shown given the bond dissociation energies (in kcal/mol)below: (CH3)3C-H + Cl-Cl → (CH3)3C-Cl + H-Cl 91 58 78.5 103

Which of the following is an allylic radical?

When light is shown on a mixture of chlorine and chloromethane,carbon tetrachloride is one of the components of the final reaction mixture.Propose a series of mechanistic steps which explain this observation.

Name the product for the following reaction.

Calculate the percentage of 1-chloro-3-methylbutane in the following reaction.

Which H in the molecule below is removed to generate the most stable carbon radical? Show the structure of this radical.

Explain why alkanes are generally considered unreactive compounds.

A hydrocarbon with molecular formula C5H12 is subjected to free radical chlorination conditions and only one monochlorinated product resulted.Provide the structure of this product.

What reagent can best be used to convert cyclopentene to 3-bromocyclopentene in a single step?

When (R)-2-chlorobutane reacts with Br2/hv,which of the following is true?

Which of the halogens below undergoes free radical halogenation with ethane most rapidly?

Provide the reagents necessary for carrying out the transformation of cyclopentane to cyclopentene.

If cyclohexane reacts with excess Cl2 at high temperature,how many distinct dichlorocyclohexane products are possible? Include all stereoisomers.

How would you convert 1-butene to the following compound?

Calculate the percentage of 2-chloro-2-methyl butane in the following reaction.

The reaction Br2 + CH3Br → CH2Br2 + HBr was carried out.Which of the following mechanism steps is both productive and relatively likely to occur?

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

How many distinct monochlorinated products,including stereoisomers,can result when the alkane below is heated in the presence of Cl₂?

Calculate the overall ΔH° for the reaction shown given the bond dissociation energies (in kcal/mol)below: (CH₃)₃C-H + Cl-Cl → (CH₃)₃C_-Cl + H-Cl 91 58 78.5 103

A hydrocarbon with molecular formula C₅H₁₂ is subjected to free radical chlorination conditions and only one monochlorinated product resulted.Provide the structure of this product.

When (R)-2-chlorobutane reacts with Br₂/hv,which of the following is true?

If cyclohexane reacts with excess Cl₂ at high temperature,how many distinct dichlorocyclohexane products are possible? Include all stereoisomers.

The reaction Br₂ + CH₃Br → CH₂Br₂ + HBr was carried out.Which of the following mechanism steps is both productive and relatively likely to occur?