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Categories: Organic Chemistry

Organic Mechanisms - Reactions, Stereochemistry and Synthesis

Reinhard Brückner

Hardcover, 636 Pages
First Edition, 2002
ISBN: 978-3-642-03650-7


Organic Reactions · Stereochemistry · Modern Synthetic Methods is aimed at those who desire to learn organic chemistry through an approach that is facile to understand and easily committed to memory. Throughout the book fundamental and advanced reaction mechanisms are presented with meticulous precision. The systematic use of red "electron-pushing arrows" allows students to follow each transformation elementary step by elementary step. Mechanisms are not only presented in the traditional contexts of rate laws and substituent effects but, whenever possible, are illustrated using practical, useful and state-of-the-art reactions. The abundance of stereoselective reactions included in the treatise makes the reader familiar with key concepts of stereochemistry.

The fundamental topics of the book address the needs of upper-level undergraduate students, while its advanced sections are intended for graduate-level audiences. Accordingly, this book is an essential learning tool for students and a unique addition to the reference desk of practicing organic chemists, who as life-long learners desire to keep abreast of both fundamental and applied aspects of our science. In addition, it will well serve ambitious students in chemistry-related fields such as biochemistry, medicinal chemistry and pharmaceutical chemistry.

Editorial Review

Organic chemistry textbooks are generally aimed either at beginners or more advanced students. However, Reinhard Brückner’s “Advanced Organic Chemistry” is a work that can accommodate either undergraduate or graduate students.

The chapters are organized thematically, and contain sections that are targeted at both novice as well as more experienced students. The student working toward a first degree in chemistry can postpone study of those sections that are identified as advanced work, while the student pursuing an advanced degree can work through the entire text.

With its focus on reaction mechanisms, the Brückner text serves as an illustrative supplement to conventional textbooks, while it cannot replace them. The strengths of "Advanced Organic Chemistry" clearly lie in its very good explanations of mechanisms, the cleverly chosen examples (Brückner employs significantly fewer R-groups than other authors), and the literature citations for further reading.

For some of the mechanisms, such as SN1 and SN2, the examples are tabulated so that it is easy to recognize which is the relevant mechanism. The style of "Advanced Organic Chemistry" is generally engaging, and leads to a ready understanding, even of problematic chemical relationships.

Brückner is recommended as the resource to turn to when a supplementary treatment is needed.


Radical Substitution Reactions at the Saturated C Atom
Nucleophilic Substitution Reactions at the Saturated C Atom
Electrophilic Additions to the Olefinic C=C Double Bond
Substitution Reactions on Aromatic Compounds
Nucleophilic Substitution Reactions at the Carboxyl Carbon
Carboxylic Compounds, Nitriles, and Their Interconversion
Carbonic Acid Derivatives and Heterocumulenes and Their Interconversion
Additions of Heteroatom Nucleophiles to Carbonyl Compounds and Subsequent Reactions-Condensations of Heteroatom Nucleophiles with Carbonyl Compounds
Addition of Hydride Donors and of Organometallic Compounds to Carbonyl Compounds
Conversion of Phosphorus- or Sulfur-Stabilized C Nucleophiles with Carbonyl Compounds: Addition-Induced Condensations.
The Chemistry of Enols and Enamines
Chemistry of the Alkaline Earth Metal Enolates
Thermal Cycloadditions
Transition Metal-Mediated Alkenylations, Arylations and Alkynylations
Oxidations and Reductions