The Art of Writing Reasonable Organic Reaction Mechanisms
Robert B. Grossman | ISBN 0-387-95468-6 | Pdf | 371 pgs | 7 mb
The purpose of this book is to help you learn how to draw reasonable mechanisms for organic reactions. A mechanism is a story that we tell to explain how compound A is transformed into compound B under given reaction conditions. Imagine being asked to describe how you travelled from New York to Los Angeles (an overall reaction). You might tell how you traveled through New Jersey to Pennsylvania, across to St. Louis, over to Denver, then through the Southwest to the West Coast (the mechanism). You might include details about the mode of transportation you used (reaction conditions), cities where you stopped for a few days (intermediates), detours you took (side reactions), and your speed at various points along the route (rates). To carry the analogy further, there is more than one way to get from New York to Los Angeles; at the same time, not every story about how you traveled from New York to Los Angeles is believable. Likewise, more than one reasonable mechanism can often be drawn for a reaction, and one of the purposes of this book is to teach you how to distinguish a reasonable mechanism from a whopper.
It is important to learn how to draw reasonable mechanisms for organic reactions because mechanisms are the framework that makes organic chemistry make sense. Understanding and remembering the bewildering array of reactions known to organic chemists would be completely impossible were it not possible to organize them into just a few basic mechanistic types. The ability to formulate mechanistic hypotheses about how organic reactions proceed is also required for the discovery and optimization of new reactions.
The general approach of this book is to familiarize you with the classes and
types of reaction mechanisms that are known and to give you the tools to learn how to draw mechanisms for reactions that you have never seen before.
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