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 4, Problem 32P

(a)

Interpretation Introduction

Interpretation:The value of free energy for ring flip to other conformations of the molecule needs to be determined.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 32P , additional homework tip  1

Concept Introduction:The free energy from equatorial to axial conversion is negative and from equatorial to axial is positive.

(b)

Interpretation Introduction

Interpretation:The value of free energy for ring flip to other conformations of the molecule needs to be calculated.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 32P , additional homework tip  2

Concept Introduction: The free energy from equatorial to axial conversion is negative and from equatorial to axial is positive.

(c)

Interpretation Introduction

Interpretation:The value of free energy for ring flip to other conformations of the molecule needs to be determined.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 32P , additional homework tip  3

Concept Introduction: The free energy from equatorial to axial conversion is negative and from equatorial to axial is positive.

(d)

Interpretation Introduction

Interpretation:The value of free energy for ring flip to other conformations of the molecule needs to be determined.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 32P , additional homework tip  4

Concept Introduction: The free energy from equatorial to axial conversion is negative and from equatorial to axial is positive.

(e)

Interpretation Introduction

Interpretation:The value of free energy for ring flip to other conformations of the molecule needs to be determined.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 32P , additional homework tip  5

Concept Introduction: The free energy from equatorial to axial conversion is negative and from equatorial to axial is positive.

(f)

Interpretation Introduction

Interpretation:The value of free energy for ring flip to other conformations of the molecule needs to be determined.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 32P , additional homework tip  6

Concept Introduction: The free energy from equatorial to axial conversion is negative and from equatorial to axial is positive.

(g)

Interpretation Introduction

Interpretation:The value of free energy for ring flip to other conformations of the molecule needs to be determined.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 32P , additional homework tip  7

Concept Introduction: The free energy from equatorial to axial conversion is negative and from equatorial to axial is positive.

(h)

Interpretation Introduction

Interpretation:The value of free energy for ring flip to other conformations of the molecule needs to be determined.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 32P , additional homework tip  8

strong>Concept Introduction: The free energy from equatorial to axial conversion is negative and from equatorial to axial is positive.

(i)

Interpretation Introduction

Interpretation:Thevalue of free energy for ring flip to other conformations of the molecule needs to be determined.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 32P , additional homework tip  9

Concept Introduction: The free energy from equatorial to axial conversion is negative and from equatorial to axial is positive.

(j)

Interpretation Introduction

Interpretation:Thevalue of free energy for ring flip to other conformations of the molecule needs to be determined.

  Organic Chemistry: Structure and Function, Chapter 4, Problem 32P , additional homework tip  10

Concept Introduction: The free energy from equatorial to axial conversion is negative and from equatorial to axial is positive.

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Identify the highest and lowest energy conformation. If multiple energy conformations are degenerate, choose only one. Et H. Et Et H. H. MeEt Lowest Energy Me Highest Energy Et H. Et H. Et H. H- H. MeEt Highest Energy Me Lowest Energy Et H. Me H. Me C H H H. Me MeEt Highest Energy Lowest Energy Et H. Me Me H. H H Ме MeEt Lowest Energy Highest Energy OA OB OD
Compare the following conformers of 1-fluoropropan-1-ol. Match each conformer to their corresponding relative energy. Recall, the more stable the conformer the lower the energy. OH CH3 'F 2. HOH 2nd Highest Energy H 2nd Lowest Energy H3C 3. H. ОН Lowest Energy H 'F Highest Energy ČH3 4. H3C, OH 'F 1. >
2. For the two compounds below, draw the two possible conformations. Circle the conformation(s) that would be the most stable. Remember, though A values were developed for cyclohexanes, they are a good guide for other types of rings as well! OH ço OEt ll ph
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