chap5solomons

chap5solomons - Created by Professor William Tam...

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Unformatted text preview: Created by Professor William Tam & Dr. Phillis Chang Ch. 5 - Chapter 5 Chapter 5 Stereochemistry Stereochemistry Chiral Molecules Chiral Molecules About The Authors About The Authors These Powerpoint Lecture Slides were created and prepared by Professor William Tam and his wife Dr. Phillis Chang. Professor William Tam received his B.Sc. at the University of Hong Kong in 1990 and his Ph.D. at the University of Toronto (Canada) in 1995. He was an NSERC postdoctoral fellow at the Imperial College (UK) and at Harvard University (USA). He joined the Department of Chemistry at the University of Guelph (Ontario, Canada) in 1998 and is currently a Full Professor and Associate Chair in the department. Professor Tam has received several awards in research and teaching, and according to Essential Science Indicators , he is currently ranked as the Top 1% most cited Chemists worldwide. He has published four books and over 80 scientific papers in top international journals such as J. Am. Chem. Soc., Angew. Chem., Org. Lett., and J. Org. Chem. Dr. Phillis Chang received her B.Sc. at New York University (USA) in 1994, her M.Sc. and Ph.D. in 1997 and 2001 at the University of Guelph (Canada). She lives in Guelph with her husband, William, and their son, Matthew. Ch. 5 Ch. 5 - 1. Chirality & Stereochemistry An object is achiral (not chiral) if the object and its mirror image are identical Ch. 5 - A chiral object is one that cannot be superposed on its mirror image Ch. 5 - 1A. 1A. The Biological Significance of The Biological Significance of Chirality Chirality Chiral molecules are molecules that cannot be superimposable with their mirror images Thalidomide N NH O O O O One enantiomer causes birth defects, the other cures morning sickness Ch. 5 - One enantiomer is a bronchodilator, the other inhibits platelet aggregation NH OMe OMe OMe HO HO Tretoquinol Ch. 5 - 66% of all drugs in development are chiral , 51% are being studied as a single enantiomer Of the $475 billion in world-wide sales of formulated pharmaceutical products in 2008, $205 billion was attributable to single enantiomer drugs Ch. 5 - 1. Isomerisom: Constitutional Isomers & Stereoisomers Isomers : different compounds that have the same molecular formula Constitutional isomers : isomers that have the same molecular formula but different connectivity their atoms are connected in a different order 2A....
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This note was uploaded on 02/25/2011 for the course CHEM 222 taught by Professor Harding during the Spring '08 term at CUNY Hunter.

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chap5solomons - Created by Professor William Tam...

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