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Full Description
This is a brief supplementary textbook to be used in the undergraduate organic chemistry course. Stereochemistry is one of the most difficult topics covered in the course as it requires the student to learn how to visualize and manipulate structures, which is akin to learning a new language. Although all of the textbooks available for the course provide some coverage of stereochemistry, many students need the help this supplement will provide. The authors clarify and illuminate the same topics found in the stereochemistry chapter of the large text and follow this with many examples, problems, and solutions. The book teaches through examples, illustrations, and problem-solving and provides step-by-step guidance in structure manipulation. Thus, the student learns the material and is not simply asked to memorize it. The book is modeled after the very successful supplemental text by D. Weeks, entitled ^D<"Pushing Electrons: A Guide for Students of Organic Chemistry^D>".
Contents
Chapter 1why bother with it? 1.2 The symbols of stereochemistry 1.3 3-D manipulation of spatial orientation on paper: rotating a molecule 1.4 approaching stereochemistry from a different perspective, literally 1.5 assigning stereoconfiguration: the R, S system 1.6 Assigning priorities to molecules with alkene substituents 1.7 Assigning priorities to molecules with alkene and lakyne substituents 1.8 Shortcuts in assigning stereoconfiguration 1.9 Wrapping things up Cumulative exercises Chapter 2: Stereoisomers ofAcyclic Molecules 2.1 Stereoisomers vs constitutional isomers 2.2 Enantiomers and their properties 2.3 Diastereomers and their properties 2.4 Meso compounds 2.5 The 2n rules and determining number of stereoisomers 2.6 The E, Z system for substituted alkenes 2.7 Wrapping things up Cumulative exercises Chapter 3: Stereoisomers of Substituted Cycloalkanes 3.1 Locating stereocenters in cyclic molecules 3.2 Conformations of various cycloalkanes 3.3 The chair flip of cyclohexane 3.4 Locating planes of symmetry in cyclic molecules 3.5 Wrapping things up Cumulative exercises Chapter 4: Different Ways of Drawing the Same Molecule 4.1 The perspective drawing 4.2 The Newman projection 4.3 The Fischer projection revisited 4.4 The sawhorse projection 4.5 Converting between projections 4.6 Wrapping things up Cumulative exercises Chapter 5: Optical Activity 5.1 Plane-polarized light 5.2 Observed rotation and specific rotation 5.3 Nomenclature 5.4 Optical purity and enantiometric excess 5.5 Wrapping things up Cumulative exercises Closing Remarks by the Author Appendix A.1 Chapter 1 Answer Key A.2 Chapter 2 Answer Key A.3 Chapter 3 Answer Key A.4 Chapter 4 Answer Key A.5 Chapter 5 Answer Key A.6 A list of online tutorials, software programs, and recommended texts
