Chap05 - Stereochemistry: Chapter 5 Chapter The Arrangement...

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Chapter 5 1 Stereochemistry: Stereochemistry: Chapter 5 Chapter 5 The Arrangement of Atoms in Space; The Arrangement of Atoms in Space; The Stereochemistry of Addition The Stereochemistry of Addition Reactions Reactions
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Chapter 5 2 Contents of Chapter 5 Conformational and Configurational Isomers Chirality Centers, Enantiomers Optical Rotation, Optical Purity Isomers with More Than One Chirality Center Separation of Enantiomers Reactions of Chiral Compounds Absolute Configurations Stereochemistry of Reactions
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Chapter 5 3 Kinds of Isomers
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Chapter 5 4 Conformational Isomers
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Chapter 5 5 Configurational Isomers: Cis-Trans Diastereomers
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Chapter 5 6 Isomers with One Chirality Center A chirality center arises when four different substituents are bonded to a carbon Only two isomers are possible, an R isomer and an S isomer.
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Chapter 5 7 Chirality R and S enantiomers are mirror images of each other, just as your right hand is the mirror image of your left hand
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Chapter 5 8 Chirality Any object that has a plane or point of symmetry is achiral (not chiral).
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Chapter 5 9 Examples chiral CH 3 CH 3 H 3 C CH 3 achiral
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Chapter 5 10 Mirror Trick Whenever two structures can be positioned around a symmetry plane if they aren’t identical they’re enantiomers.
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Chapter 5 11 Drawing Enantiomers Fischer Projections N and S are down into plane, E and W are up out of plane of page or screen.
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Chapter 5 12 Naming Enantiomers: The R,S System of Nomenclature Rank groups by atomic number of the atom bonded to the chirality center. Use the same system that was used for the E and Z isomers of alkenes
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Chapter 5 13 2. Orient molecule so that group (or atom) of lowest priority is directed into plane. 3.
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This note was uploaded on 12/30/2011 for the course CHEM 2261 taught by Professor Crowe during the Fall '08 term at LSU.

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Chap05 - Stereochemistry: Chapter 5 Chapter The Arrangement...

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