The Art of Writing Reasonable Organic Reaction Mechanisms / Edition 1

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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. \ \
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Product Details

  • ISBN-13: 9780387985404
  • Publisher: Springer-Verlag New York, LLC
  • Publication date: 11/28/1999
  • Edition description: Older Edition
  • Edition number: 1
  • Pages: 331
  • Product dimensions: 6.36 (w) x 9.57 (h) x 0.87 (d)

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 \
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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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