Chapter 4-1

Yo u r n o s e c a n te ll o 3 h 4 1 r 1 s carvone

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Unformatted text preview: ll!] O 3 H 4 1 (R) 1 ( S) Carvone 3 H 4 2 O 2 Properties of Chiral Molecules Chiral objects can only be "recognized" as chiral by another chiral object O O H H (R)-carvone [odor of spearmint] (S)-carvone [odor of caraway seed] Multiple Stereocenters 1 stereocenter: 2 stereoisomers Me H H Me (S)-3-methylhexane (R)-3-methylhexane Cl 2 stereocenter: 4 stereoisomers Me Cl H Cl H Cl H Cl H Me H Me H Me H Me H 3(S), 4(S)-3-chloro-4-methylhexane 3(R), 4(S)-3-chloro-4-methylhexane 3(S), 4(R)-3-chloro-4-methylhexane 3(R), 4(R)-3-chloro-4-methylhexane Multiple Stereocenters enantiomers Cl 3(S), 4(S)-3-chloro-4-methylhexane Me H Me H H Cl H 3(R), 4(R)-3-chloro-4-methylhexane What about these relationships? Cl 3(R), 4(S)-3-chloro-4-methylhexane Me H H Cl H 3(S), 4(R)-3-chloro-4-methylhexane Me enantiomers H Stereoisomers that are not enantiomers (non-superimposable mirror images) are called diastereomers Multiple Stereocenters Br ∗ ∗ ∗ (R), (R), (R) (S), (R), (R) (R), (S), (R) (R), (R), (S) (S), (S), (S) (R), (S), (S) (S), (R), (S) (S), (S), (R) CH3 Cl 3 stereocenters 8 stereoisomers Fo r a n y c o m p o u n d , th e m a x im u m n u m b e r o f s te re o is o m e rs is 2 n w h e re n is th e n u m b e r o f s te re o c e n te rs . Multiple Stereocenters Me How many stereoisomers for 3,4-dim...
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This note was uploaded on 10/06/2010 for the course ES ES271 taught by Professor Machaut during the Spring '10 term at Colby.

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