The Art of Writing Reasonable Organic Reaction Mechanisms / Edition 2

The Art of Writing Reasonable Organic Reaction Mechanisms / Edition 2

by Robert B. Grossman
ISBN-10:
0387954686
ISBN-13:
9780387954684
Pub. Date:
12/13/2002
Publisher:
Springer New York
ISBN-10:
0387954686
ISBN-13:
9780387954684
Pub. Date:
12/13/2002
Publisher:
Springer New York
The Art of Writing Reasonable Organic Reaction Mechanisms / Edition 2

The Art of Writing Reasonable Organic Reaction Mechanisms / Edition 2

by Robert B. Grossman

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Overview

A first year graduate textbook for advanced organic or special topics in organic chemistry courses. The author uses a number of devices to help students understand the material and there are extensive problem sets at the end of all of the chapters. In addition, this book will be a useful reference for students who do not take a formal course.

Product Details

ISBN-13: 9780387954684
Publisher: Springer New York
Publication date: 12/13/2002
Edition description: 2nd ed. 2003
Pages: 355
Product dimensions: 6.10(w) x 9.25(h) x 0.03(d)

About the Author

Robert B. Grossman earned his A.B. degree at Princeton University and his Ph.D. at MIT. He then moved from Cambridge, Massachusetts to Cambridge, England for his postdoctoral work. In 1994, he moved from the United Kingdom (UK) to the University of Kentucky (UK), where he has been ever since. At UK, Dr. Grossman maintains an active research program focused on synthetic methodology, target-directed synthesis, and biosynthesis. He is also the creator of ACE Organic, a Web-based organic chemistry homework program. Dr. Grossman has also served two terms as one of the two faculty representatives on the UK Board of Trustees.

Table of Contents

Preface to the Student
Preface to the Instructor
1: The Basics ..... 1
2: Polar Reactions under Basic Conditions ..... 48
3: Polar Reactions under Acidic Conditions ..... 98
4: Pericyclic Reactions ..... 139
5: Free-Radical Reactions ..... 212
6: Transition-Metal-Catalyzed and -Mediated Reactions ..... 256
7: Mixed-Mechanism Problems ..... 310
A Final Word ..... 315
Index ..... 317

Introduction

The purpose of The Art of Writing Reasonable Organic Reaction Mechanisms is to teach you how to write reasonable organic reaction mechanisms for synthetically useful organic and organometallic reactions. Rather than telling you the "right" mechanism for every possible reaction and expecting you to memorize it, I try to show you how to puzzle through a problem to arrive at a reasonable mechanism.

The book is organized by mechanistic types. The first chapter covers such fundamental concepts as formal charges, curved-arrow formalisms, acidity and basicity, nucleophilicity and electrophilicity, and methods for identifying which of the five classes of mechanisms is operative in a particular reaction. The following five chapters cover polar reactions under basic conditions, polar reactions under acidic conditions, pericyclic reactions, free-radical reactions, and metal-mediated and -catalyzed reactions, and the final chapter consists of a mix of problems. Each chapter discusses and provides examples of common mechanistic pathways. In addition to problems scattered throughout the text, a very large problem set is found at the end of the chapter; the answers are available for free from the publisher's Web site.

The "Common Error Alerts" are a unique feature of this book. A reasonable mechanism is simply one in which no step is unreasonable, so if you can learn what not to do when drawing a mechanism, you will be well ahead of the game. The Common Error Alerts are scattered throughout the text, warning you of common pitfalls and pointing out how to avoid them.

The Art of Writing Reasonable Organic Reaction Mechanisms book can be used as a textbook for advanced undergraduates or beginning graduate students. It will be especially valuable to beginning graduate students who are struggling through their cumes (written qualifying examinations). The book will be useful not only to chemistry students, but also to students in allied fields such as biochemistry, medicinal chemistry, and pharmacy.

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