Catalogue


Advanced organic chemistry : reactions and mechanisms /
Bernard Miller.
edition
2nd ed.
imprint
Upper Saddle River, N.J. : Pearson/Prentice Hall, c2004.
description
xvi, 411 p. : ill. ; 24 cm.
ISBN
0130655880
format(s)
Book
Holdings
Subjects
More Details
imprint
Upper Saddle River, N.J. : Pearson/Prentice Hall, c2004.
isbn
0130655880
catalogue key
5089522
 
Includes bibliographical references and index.
A Look Inside
Excerpts
Introduction or Preface
Among the rewards I've reaped for having written,Advanced Organic Chemistry: Reactions and Mechanisms,are the conversations and correspondence I've had with the users (or perhaps just perusers) of this text. I greatly appreciate the contributions from those of you who have taken the time to inform me of misprints in the first edition. (No errors of fact, I'm happy to say.) The publisher and I have tried to correct those errors in later printings. I'm also grateful for your suggestions of additional subjects to incorporate into the second edition. (I appreciate your faith that there would be a second edition.) Several of you were rightfully indignant that I had skipped so briefly over photochemistry, aside from pericylic photochemical reactions. The complaint is a valid one, and I have tried to make up for the earlier lapse by including a chapter on photochemistry in this edition. A smaller number of readers offered a suggestion that I had thought of as well: the great and increasing importance of synthetic reagents incorporating phosphorus and sulfur atoms makes a discussion of the mechanisms by which those reagents act imperative. I have therefore added a chapter on those reactions to the text of this edition. Of course, a principal purpose of a second edition is to bring the subject matter up-to-date. This edition includes material (and many problems) from the literature through the summer of 2002. I can't really claim that our understanding of organic reaction mechanisms has been revolutionized in the past half-decade, but there have been some fascinating examples of applications of known processes. There have been notable advances in some areas, such as the dehydro Diels-Alder reaction and the Bergman and Meyers-Saito reactions, and in perhaps my favorite example (because of its elegant simplicity), Bakke's demonstration, contradicting a century of experience that pyridime can be easily nitrated in high yield and under mild conditions--provided you know how. I am looking forward to hearing from you in regard to this latest version of my text. I can be reached at miller@chem.umass.edu. Bernard Miller Amherst, MA
Introduction or Preface
Among the rewards I've reaped for having written,Advanced Organic Chemistry: Reactions and Mechanisms,are the conversations and correspondence I've had with the users (or perhaps just perusers) of this text.I greatly appreciate the contributions from those of you who have taken the time to inform me of misprints in the first edition. (No errors of fact, I'm happy to say.) The publisher and I have tried to correct those errors in later printings.I'm also grateful for your suggestions of additional subjects to incorporate into the second edition. (I appreciate your faith that there would be a second edition.) Several of you were rightfully indignant that I had skipped so briefly over photochemistry, aside from pericylic photochemical reactions. The complaint is a valid one, and I have tried to make up for the earlier lapse by including a chapter on photochemistry in this edition.A smaller number of readers offered a suggestion that I had thought of as well: the great and increasing importance of synthetic reagents incorporating phosphorus and sulfur atoms makes a discussion of the mechanisms by which those reagents act imperative. I have therefore added a chapter on those reactions to the text of this edition.Of course, a principal purpose of a second edition is to bring the subject matter up-to-date. This edition includes material (and many problems) from the literature through the summer of 2002.I can't really claim that our understanding of organic reaction mechanisms has been revolutionized in the past half-decade, but there have been some fascinating examples of applications of known processes. There have been notable advances in some areas, such as the dehydro Diels-Alder reaction and the Bergman and Meyers-Saito reactions, and in perhaps my favorite example (because of its elegant simplicity), Bakke's demonstration, contradicting a century of experience that pyridime can be easily nitrated in high yield and under mild conditions--provided you know how.I am looking forward to hearing from you in regard to this latest version of my text. I can be reached at miller@chem.umass.edu. Bernard Miller Amherst, MA
Introduction or Preface
Among the rewards I've reaped for having written, Advanced Organic Chemistry: Reactions and Mechanisms, are the conversations and correspondence I've had with the users (or perhaps just perusers) of this text. I greatly appreciate the contributions from those of you who have taken the time to inform me of misprints in the first edition. (No errors of fact, I'm happy to say.) The publisher and I have tried to correct those errors in later printings. I'm also grateful for your suggestions of additional subjects to incorporate into the second edition. (I appreciate your faith that there would be a second edition.) Several of you were rightfully indignant that I had skipped so briefly over photochemistry, aside from pericylic photochemical reactions. The complaint is a valid one, and I have tried to make up for the earlier lapse by including a chapter on photochemistry in this edition. A smaller number of readers offered a suggestion that I had thought of as well: the great and increasing importance of synthetic reagents incorporating phosphorus and sulfur atoms makes a discussion of the mechanisms by which those reagents act imperative. I have therefore added a chapter on those reactions to the text of this edition. Of course, a principal purpose of a second edition is to bring the subject matter up-to-date. This edition includes material (and many problems) from the literature through the summer of 2002. I can't really claim that our understanding of organic reaction mechanisms has been revolutionized in the past half-decade, but there have been some fascinating examples of applications of known processes. There have been notable advances in some areas, such as the dehydro Diels-Alder reaction and the Bergman and Meyers-Saito reactions, and in perhaps my favorite example (because of its elegant simplicity), Bakke's demonstration, contradicting a century of experience that pyridime can be easily nitrated in high yield and under mild conditions--provided you know how. I am looking forward to hearing from you in regard to this latest version of my text. I can be reached at miller@chem.umass.edu. Bernard Miller Amherst, MA
First Chapter

Among the rewards I've reaped for having written, Advanced Organic Chemistry: Reactions and Mechanisms, are the conversations and correspondence I've had with the users (or perhaps just perusers) of this text.

I greatly appreciate the contributions from those of you who have taken the time to inform me of misprints in the first edition. (No errors of fact, I'm happy to say.) The publisher and I have tried to correct those errors in later printings.

I'm also grateful for your suggestions of additional subjects to incorporate into the second edition. (I appreciate your faith that there would be a second edition.) Several of you were rightfully indignant that I had skipped so briefly over photochemistry, aside from pericylic photochemical reactions. The complaint is a valid one, and I have tried to make up for the earlier lapse by including a chapter on photochemistry in this edition.

A smaller number of readers offered a suggestion that I had thought of as well: the great and increasing importance of synthetic reagents incorporating phosphorus and sulfur atoms makes a discussion of the mechanisms by which those reagents act imperative. I have therefore added a chapter on those reactions to the text of this edition.

Of course, a principal purpose of a second edition is to bring the subject matter up-to-date. This edition includes material (and many problems) from the literature through the summer of 2002.

I can't really claim that our understanding of organic reaction mechanisms has been revolutionized in the past half-decade, but there have been some fascinating examples of applications of known processes. There have been notable advances in some areas, such as the dehydro Diels-Alder reaction and the Bergman and Meyers-Saito reactions, and in perhaps my favorite example (because of its elegant simplicity), Bakke's demonstration, contradicting a century of experience that pyridime can be easily nitrated in high yield and under mild conditions—provided you know how.

I am looking forward to hearing from you in regard to this latest version of my text. I can be reached at miller@chem.umass.edu.

Bernard Miller
Amherst, MA

Summaries
Main Description
This text discusses important organic reactions and mechanisms not usually covered in depth in Introductory Organic Chemistry courses.Rather than reviewing topics discussed in introductory courses or attempting to cover all aspects of Organic Chemistry, Miller methodically guides readers through more advanced topics to pique and retain interest and make essential principles and practices accessible to all. Topics covered include Heterocyclic Chemistry, reactions of organic molecules and their mechanisms, Organophosphorus and Organosulfur Chemistry, and more.Ideal for all chemists and other professionals who already have a background in Organic Chemistry, Physical Organic Chemistry, Stereochemistry, or Spectroscopy, etc., and who need additional knowledge about organic reactions.
Unpaid Annotation
This text discusses important organic reactions and mechanisms not usually covered in depth in Introductory Organic Chemistry courses. Rather than reviewing topics discussed in introductory courses or attempting to cover all aspects of Organic Chemistry, Miller methodically guides readers through more advanced topics to pique and retain interest and make essential principles and practices accessible to all. Topics covered include Heterocyclic Chemistry, reactions of organic molecules and their mechanisms, Organophosphorus and Organosulfur Chemistry, and more. Ideal for all chemists and other professionals who already have a background in Organic Chemistry, Physical Organic Chemistry, Stereochemistry, or Spectroscopy, etc., and who need additional knowledge about organic reactions.
Main Description
This book discusses important reactions not usually covered in introductory courses, including pericyclic reactions, formation and reactions of carbenes, migrations to electron-deficient centers, and rearrangements of carbanions and free radicals. It covers symmetry conservation rules and linear free energy relationships. The text is written in an easily understandable, conversational style and at a level suitable for graduate students or undergraduates who have taken a year-long course in organic chemistry. FEATURES: bull; bull;Strong coverage of heterocyclic chemistry a vitally important subject not traditionally covered in introductory courses. bull;Includes many exercises with a wide range of difficulty - some of which will challenge, and delight, the most talented students. bull;Clear explanations of the thought processes involved in proposing mechanisms for complex reactions. bull;New chapter on Organophosphorus and Organosulphur Chemistry. bull;New chapter on Photochemistry.
Bowker Data Service Summary
This text covers the principles of mechanisms of organic reactions in a qualitative way and features a chapter on heterocyclic chemistry. End of chapter exercises feature references to current literature.
Main Description
This text discusses important organic reactions and mechanisms not usually covered in depth in Introductory Organic Chemistry courses.Rather than reviewing topics discussed in introductory courses or attempting to coverallaspects of Organic Chemistry, Miller methodically guides readers through more advanced topics to pique and retain interest and make essential principles and practices accessible to all. Topics covered include Heterocyclic Chemistry, reactions of organic molecules and their mechanisms, Organophosphorus and Organosulfur Chemistry, and more.Ideal for all chemists and other professionals who already have a background in Organic Chemistry, Physical Organic Chemistry, Stereochemistry, or Spectroscopy, etc., and who need additional knowledge about organic reactions.
Long Description
For undergraduate/graduate level courses in organic reactions and mechanisms. This text discusses important organic reactions and mechanisms not usually covered in depth in Introductory Organic Chemistry courses. By stressing new material, it avoids student's hostility to repeating material previously studied, while still offering the opportunity to review important concepts and principles in novel settings. This is an ideal text for all students who have previously taken a one-year course in Organic Chemistry, as well as serving students who have already had specialized courses in Physical Organic Chemistry, Stereochemistry, Spectroscopy, etc,. and who need additional knowledge about Organic Reactions.
Long Description
For undergraduate/graduate level courses in organic reactions and mechanisms.This text discusses important organic reactions and mechanisms not usually covered in depth in Introductory Organic Chemistry courses. By stressing new material, it avoids student's hostility to repeating material previously studied, while still offering the opportunity to review important concepts and principles in novel settings. This is an ideal text for all students who have previously taken a one-year course in Organic Chemistry, as well as serving students who have already had specialized courses in Physical Organic Chemistry, Stereochemistry, Spectroscopy, etc,. and who need additional knowledge about Organic Reactions.
Back Cover Copy
This book discusses important reactions not usually covered in introductory courses, including pericyclic reactions, formation and reactions of carbenes, migrations to electron-deficient centers, and rearrangements of carbanions and free radicals. It covers symmetry conservation rules and linear free energy relationships. The text is written in an easily understandable, conversational style and at a level suitable for graduate students or undergraduates who have taken a year-long course in organic chemistry. FEATURES: Strong coverage of heterocyclic chemistry a vitally important subject not traditionally covered in introductory courses. Includes many exercises with a wide range of difficulty some of which will challenge, and delight, the most talented students. Clear explanations of the thought processes involved in proposing mechanisms for complex reactions. New chapter on Organophosphorus and Organosulphur Chemistry. New chapter on Photochemistry.
Back Cover Copy
This book discusses important reactions not usually covered in introductory courses, including pericyclic reactions, formation and reactions of carbenes, migrations to electron-deficient centers, and rearrangements of carbanions and free radicals. It covers symmetry conservation rules and linear free energy relationships.The text is written in an easily understandable, conversational style and at a level suitable for graduate students or undergraduates who have taken a year-long course in organic chemistry. FEATURES: Strong coverage of heterocyclic chemistry - a vitally important subject not traditionally covered in introductory courses. Includes many exercises with a wide range of difficulty -- some of which will challenge, and delight, the most talented students. Clear explanations of the thought processes involved in proposing mechanisms for complex reactions. New chapter on Organophosphorus and Organosulphur Chemistry. New chapter on Photochemistry.
Back Cover Copy
This book discusses important reactions not usually covered in introductory courses, including pericyclic reactions, formation and reactions of carbenes, migrations to electron-deficient centers, and rearrangements of carbanions and free radicals. It covers symmetry conservation rules and linear free energy relationships.The text is written in an easily understandable, conversational style and at a level suitable for graduate students or undergraduates who have taken a year-long course in organic chemistry. FEATURES: Strong coverage of heterocyclic chemistry - a vitally important subject not traditionally covered in introductory courses. Includes many exercises with a wide range of difficulty some of which will challenge, and delight, the most talented students. Clear explanations of the thought processes involved in proposing mechanisms for complex reactions. New chapter on Organophosphorus and Organosulphur Chemistry. New chapter on Photochemistry.
Back Cover Copy
This book discusses important reactions not usually covered in introductory courses, including pericyclic reactions, formation and reactions of carbenes, migrations to electron-deficient centers, and rearrangements of carbanions and free radicals. It covers symmetry conservation rules and linear free energy relationships. The text is written in an easily understandable, conversational style and at a level suitable for graduate students or undergraduates who have taken a year-long course in organic chemistry. FEATURES: Strong coverage of heterocyclic chemistry - a vitally important subject not traditionally covered in introductory courses. Includes many exercises with a wide range of difficulty -- some of which will challenge, and delight, the most talented students. Clear explanations of the thought processes involved in proposing mechanisms for complex reactions. New chapter on Organophosphorus and Organosulphur Chemistry. New chapter on Photochemistry.
Table of Contents
Introduction
Mechanisms of Reactions. Electron Delocalization and Resonance
Electrocyclic Reactions
Introduction
Conrotatory and Disrotatory Processes
Explanations for the Woodward-Hoffman Rules
Electrocyclic Reactions with Odd Numbers of Atoms
Photochemical Cyclizations
Cycloaddiction and Cycloreversion Reactions
Introduction
Suprafacial and Antarafacial Addition
Selection Rules for Cycloaddition and Cycloreversion Reactions
Examples of Thermal Cycloaddition Reactions
Photochemical Cycloadditions
Sigmatropic Reactions
Theory of Sigmatropic Shifts
Experimental Observations
Sigmatropic Rearrangements of Charged Systems
Linear Free-Energy Relationships
The Hammett Equation
Separation of Polar, Resonance, and Steric Effects
Migrations to Electron-Deficient Centers
Migrations to Electron-Deficient Carbons
The Nature of the Migrating Groups
Rearrangements of Carbocations. Long-Distance Migrations
Migrations to Nitrogen and Oxygen
Neighboring-Group Effects and Nonclassical Cations
Substitution with Retention of Configuration
Cyclic Halonium Ions
Sulfur and Nitrogen Mustards
Trans/Cis Rate Ratios. Neighboring Acetoxy Groups
Cyclic Phenonium Ions. Double Bonds as Neighboring Groups
Cyclopropane Rings as Neighboring Groups
Neighboring Alkyl Groups: 2-Norbornyl Cations
Rearrangements of Carbanions and Free Radicals
Carbanion Rearrangements
Rearrangements of Free Radicals
Carbenes, Carbenoids, and Nitrenes
Introduction
Formation of Carbenes and Nitrenes
Singlet and Triplet Carbenes. Additions to Double Bonds
Insertion Reactions. Rearrangements
Six-Membered Heterocyclic Rings
Aromatic Heterocyclic Molecules
Reactions of Pyridine and Its Analogs
Synthesis of Six-Membered Heterocyclic Rings
Five-Membered Heterocyclic Rings
Introduction
Electron Delocalization and Aromaticity
Reactions of Five-Membered Heterocyclic Rings
Synthesis of Five-Membered Heteroaromatic Rings
Index
Table of Contents provided by Publisher. All Rights Reserved.

This information is provided by a service that aggregates data from review sources and other sources that are often consulted by libraries, and readers. The University does not edit this information and merely includes it as a convenience for users. It does not warrant that reviews are accurate. As with any review users should approach reviews critically and where deemed necessary should consult multiple review sources. Any concerns or questions about particular reviews should be directed to the reviewer and/or publisher.

  link to old catalogue

Report a problem