Chapter 9 Review Sheet (Part II)

Chapter 9 Review Sheet (Part II) - Chapter 9:...

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Chapter 9: Stereochemistry of Reactions Reactions may produce chiral centers from achiral substrates and vice versa. HBr (S) Br (R) Br chiral products racemic mixture Racemic Mixture: equal amounts of the R and S isomer. This occurs since there is an equal probablity to produce both isomers during the reaction. planar transitiion state Br or Br H 3 C CH 3 Stereochemistry of Br 2 addition to alkenes Br 2 H 3 C CH 3 Br a b Br a b path a path b (R) (R) H 3 C CH 3 H H Br Br cis case H 3 C CH 3 Br 2 H 3 C CH 3 Br a b Br a b path a path b (S) (R) H 3 C CH 3 H H Br Br trans case (S) H 3 C CH 3 H H Br Br (R) (S) H 3 C CH 3 H H Br Br meso racemic Reaction between two optically inactive partners always leads to optically inactive products, either racemic or meso. 50% 50% Reactions with chiral starting materials with achiral reactants lead to unequal amounts of diasteromeric products
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This note was uploaded on 12/08/2009 for the course CHEM V25 taught by Professor Miller during the Spring '08 term at NYU.

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Chapter 9 Review Sheet (Part II) - Chapter 9:...

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