(a) Interpretation: The reason as to why the trityl radical is an unusually stable radical is to be stated. Concept introduction: Resonance is a phenomenon in which polarity is generated in a molecule by the interaction of the conjugated π - bonds or by interaction of the lone pair of electrons and π - bonds. In this phenomenon, the delocalization of the lone pair of electrons occurs. More the resonating structures of a compound, more stable is the compound.

Question

Want to see the full answer?

Answer 1

Question

Chapter 17, Problem 17.54AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the trityl radical is an unusually stable radical is to be stated.

Concept introduction:

Resonance is a phenomenon in which polarity is generated in a molecule by the interaction of the conjugated π- bonds or by interaction of the lone pair of electrons and π- bonds. In this phenomenon, the delocalization of the lone pair of electrons occurs. More the resonating structures of a compound, more stable is the compound.

Interpretation Introduction

(b)

Interpretation:

The process of formation of a dimer, hexaphenylethane from the trityl radicals is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Interpretation Introduction

(c)

Interpretation:

The reason as to why the dimer of two trityl radical, ((4-(diphenylmethylene)cyclohexa-2, 5-dienyl)methanetriyl)tribenzene is formed instead of hexaphenylethane is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Kumada Coupling: 1. m-Diisobutylbenzene below could hypothetically be synthesized by Friedel-Crafts reaction. Write out the reaction with a mechanism and give two reasons why you would NOT get the desired product. Draw the reaction (NOT a mechanism) for a Kumada coupling to produce the molecule above from m-dichlorobenzene. Calculate the theoretical yield for the reaction in question 2 using 1.5 g of p-dichlorobenzene and 3.0 mL isobutyl bromide. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?

Wintergreen from Aspirin: 1. In isolating the salicylic acid, why is it important to press out as much of the water as possible? 2. Write the mechanism of the esterification reaction you did. 3. What characteristic absorption band changes would you expect in the IR spectrum on going from aspirin to salicyclic acid and then to methyl salicylate as you did in the experiment today? Give approximate wavenumbers associated with each functional group change. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?

Synthesis of ZybanⓇ: 1. Write a mechanism for the bromination of m-chloropropiophenone. Br₂ CH2Cl2 Cl Br 2. Give the expected m/z (to a round number) for the molecular ion from the product above (including isotopic peaks). 3. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?

Answer 2

Question

Chapter 17, Problem 17.54AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the trityl radical is an unusually stable radical is to be stated.

Concept introduction:

Resonance is a phenomenon in which polarity is generated in a molecule by the interaction of the conjugated π- bonds or by interaction of the lone pair of electrons and π- bonds. In this phenomenon, the delocalization of the lone pair of electrons occurs. More the resonating structures of a compound, more stable is the compound.

Interpretation Introduction

(b)

Interpretation:

The process of formation of a dimer, hexaphenylethane from the trityl radicals is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Interpretation Introduction

(c)

Interpretation:

The reason as to why the dimer of two trityl radical, ((4-(diphenylmethylene)cyclohexa-2, 5-dienyl)methanetriyl)tribenzene is formed instead of hexaphenylethane is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 17, Problem 17.54AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the trityl radical is an unusually stable radical is to be stated.

Concept introduction:

Resonance is a phenomenon in which polarity is generated in a molecule by the interaction of the conjugated π- bonds or by interaction of the lone pair of electrons and π- bonds. In this phenomenon, the delocalization of the lone pair of electrons occurs. More the resonating structures of a compound, more stable is the compound.

Interpretation Introduction

(b)

Interpretation:

The process of formation of a dimer, hexaphenylethane from the trityl radicals is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Interpretation Introduction

(c)

Interpretation:

The reason as to why the dimer of two trityl radical, ((4-(diphenylmethylene)cyclohexa-2, 5-dienyl)methanetriyl)tribenzene is formed instead of hexaphenylethane is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 17, Problem 17.54AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the trityl radical is an unusually stable radical is to be stated.

Concept introduction:

Resonance is a phenomenon in which polarity is generated in a molecule by the interaction of the conjugated π- bonds or by interaction of the lone pair of electrons and π- bonds. In this phenomenon, the delocalization of the lone pair of electrons occurs. More the resonating structures of a compound, more stable is the compound.

Interpretation Introduction

(b)

Interpretation:

The process of formation of a dimer, hexaphenylethane from the trityl radicals is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Interpretation Introduction

(c)

Interpretation:

The reason as to why the dimer of two trityl radical, ((4-(diphenylmethylene)cyclohexa-2, 5-dienyl)methanetriyl)tribenzene is formed instead of hexaphenylethane is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 17, Problem 17.54AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the trityl radical is an unusually stable radical is to be stated.

Concept introduction:

Resonance is a phenomenon in which polarity is generated in a molecule by the interaction of the conjugated π- bonds or by interaction of the lone pair of electrons and π- bonds. In this phenomenon, the delocalization of the lone pair of electrons occurs. More the resonating structures of a compound, more stable is the compound.

Interpretation Introduction

(b)

Interpretation:

The process of formation of a dimer, hexaphenylethane from the trityl radicals is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Interpretation Introduction

(c)

Interpretation:

The reason as to why the dimer of two trityl radical, ((4-(diphenylmethylene)cyclohexa-2, 5-dienyl)methanetriyl)tribenzene is formed instead of hexaphenylethane is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Answer 6

Chapter 17, Problem 17.54AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the trityl radical is an unusually stable radical is to be stated.

Concept introduction:

Resonance is a phenomenon in which polarity is generated in a molecule by the interaction of the conjugated π- bonds or by interaction of the lone pair of electrons and π- bonds. In this phenomenon, the delocalization of the lone pair of electrons occurs. More the resonating structures of a compound, more stable is the compound.

Answer 7

Chapter 17, Problem 17.54AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why the trityl radical is an unusually stable radical is to be stated.

Concept introduction:

Resonance is a phenomenon in which polarity is generated in a molecule by the interaction of the conjugated π- bonds or by interaction of the lone pair of electrons and π- bonds. In this phenomenon, the delocalization of the lone pair of electrons occurs. More the resonating structures of a compound, more stable is the compound.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The process of formation of a dimer, hexaphenylethane from the trityl radicals is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The process of formation of a dimer, hexaphenylethane from the trityl radicals is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The reason as to why the dimer of two trityl radical, ((4-(diphenylmethylene)cyclohexa-2, 5-dienyl)methanetriyl)tribenzene is formed instead of hexaphenylethane is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The reason as to why the dimer of two trityl radical, ((4-(diphenylmethylene)cyclohexa-2, 5-dienyl)methanetriyl)tribenzene is formed instead of hexaphenylethane is to be stated.

Concept introduction:

Free radical addition reaction is a reaction in which two stable radicals or a radical and a non radical form a bond by sharing their radicals. The reaction takes place in three steps: chain initiation, chain propagation, and chain termination.

Answer 12

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 15

Ch. 17 - Prob. 17.1P Ch. 17 - Prob. 17.2P Ch. 17 - Prob. 17.3P Ch. 17 - Prob. 17.4P Ch. 17 - Prob. 17.5P Ch. 17 - Prob. 17.6P Ch. 17 - Prob. 17.7P Ch. 17 - Prob. 17.8P Ch. 17 - Prob. 17.9P Ch. 17 - Prob. 17.10P

Solution Summary: The author explains that the trityl radical is an unusually stable radical because it is stabilized by the resonance effect of the three phenyl rings.

Want to see the full answer?

Chapter 17 Solutions