slide5 - x Assign a priority to each of the atoms attached...

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Where We Are Going Today x Chapter 5 – Stereoisomers Types of isomers Revisited Chirality and Chiral Molecules Physical Properties of Enantiomers Designation and Nomenclature of Chiral Carbons Molecules with Multiple Chiral Carbons Cis and Trans Stereoisomers on Rings Meso Compounds Stereochemistry in Chemical Reactions Chemical Resolution of Enantiomers
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Isomers Revisited Stereoisomers Same atom connectivity but different arrangement f atoms in 3D space Diastereomers Stereoisomers that are not mirror images Enantiomers Isomers same molecular formula different structures of atoms in 3D space Stereoisomers that are non-superimposable mirror images Constitutional Isomers differ in the order of attachment of the atoms
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The Sequence Rules for Designating Chiral Carbons
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Unformatted text preview: x Assign a priority to each of the atoms attached directly to the chiral carbon based on atomic number. The higher the atomic number, the higher the priority. x If two substituents have the same rank (i.e., same atomic number) proceed further out on the chain until there is a point of difference. x Double and triple bonds are treated as if they were single bonds and the bonds duplicated or triplicated H H CH 3 H Br Hydrogen atom abstraction CH 3 H Br Br Br CH 3 H 2S, 3S isomer H H 3 C Cl Cl H CH 3 Cl Cl H CH 3 CH 3 CH 3 H Br Br Br CH 3 H 2R, 3S isomer H CH 3 Cl H CH 3 CH 3 H Cl S-configuration General Scheme for Resolution of Enantiomers Resolution of a Racemic Amine...
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This note was uploaded on 01/25/2010 for the course CHEM chem 140A taught by Professor Dr.yang during the Spring '07 term at UCSD.

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slide5 - x Assign a priority to each of the atoms attached...

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