Organic Chemistry: Structure and Function
Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 3, Problem 16P

(a)

Interpretation Introduction

Interpretation: Nature of below alkyl radical along with names and most stable radical should be described by orbital description.

  Organic Chemistry: Structure and Function, Chapter 3, Problem 16P , additional homework tip  1

Concept introduction: The carbon radical linked to one alkyl/carbon while other two H are termed primary alkyl radical.

The carbon radical linked to two alkyl/carbon atoms and one H is termed secondary alkyl radical. The carbon radical linked to three alkyl groups/carbons and no H is termed tertiary alkyl radical.

The various kinds of alkyl radicals are indicated below:

  Organic Chemistry: Structure and Function, Chapter 3, Problem 16P , additional homework tip  2

The tertiary radicals are most stable followed by secondary and least stable is primary methyl radical. This is because there is maximum stabilization through delocalization via hyperconjugation. The phenomenon of hyperconjugation refers to donation of σ electrons into the partly vacant p orbital lobes of radical carbon. More will be number of σ orbital capable of donation of electrons more is the stabilization.

(b)

Interpretation Introduction

Interpretation: Nature of below alkyl radical along with names and most stable radical should be described by orbital description.

  Organic Chemistry: Structure and Function, Chapter 3, Problem 16P , additional homework tip  3

Concept introduction: The carbon radical linked to one alkyl/carbon while other two H are termed primary alkyl radical.

The carbon radical linked to two alkyl/carbon atoms and one H is termed secondary alkyl radical. The carbon radical linked to three alkyl groups/carbons and no H is termed tertiary alkyl radical.

The various kinds of alkyl radicals are indicated below:

  Organic Chemistry: Structure and Function, Chapter 3, Problem 16P , additional homework tip  4

The tertiary radicals are most stable followed by secondary and least stable is primary methyl radical. This is because there is maximum stabilization through delocalization via hyperconjugation. The phenomenon of hyperconjugation refers to donation of σ electrons into the partly vacant p orbital lobes of radical carbon. More will be number of σ orbital capable of donation of electrons more is the stabilization.

(c)

Interpretation Introduction

Interpretation: Nature of below alkyl radical along with names and most stable radical should be described by orbital description.

  Organic Chemistry: Structure and Function, Chapter 3, Problem 16P , additional homework tip  5

Concept introduction: The carbon radical linked to one alkyl/carbon while other two H are termed primary alkyl radical.

The carbon radical linked to two alkyl/carbon atoms and one H is termed secondary alkyl radical. The carbon radical linked to three alkyl groups/carbons and no H is termed tertiary alkyl radical.

The various kinds of alkyl radicals are indicated below:

  Organic Chemistry: Structure and Function, Chapter 3, Problem 16P , additional homework tip  6

The tertiary radicals are most stable followed by secondary and least stable is primary methyl radical. This is because there is maximum stabilization through delocalization via hyper conjugation. The phenomenon of hyperconjugation refers to donation of σ electrons into the partly vacant p orbital lobes of radical carbon. More will be number of σ orbital capable of donation of electrons more is the stabilization.

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The pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms.(a) Use resonance forms to show which three carbon atoms bear the unpaired electron.(
The pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms.(a) Use resonance forms to show which three carbon atoms bear the unpaired electron.(b) How many MOs are there in the molecular orbital picture of the pentadienyl radical?(c) How many nodes are there in the lowest-energy MO of the pentadienyl system? How many in the highest-energy MO?(d) Draw the MOs of the pentadienyl system in order of increasing energy
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