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Et Et CH3 3-methylhexane Me H Pr Pr H mirror Me enantiomers Et Et Pr Me H Pr Me H H Me H Me Two compounds that are non-superimposable mirror images (the two "hands") are called enantiomers. Introduction To Stereochemistry
Structural (constitutional) Isomers - Compounds of the same molecular formula with different connectivity (structure, constitution) 2-methylpentane 3-methylpentane Conformational Isomers - Compounds of the same structure that differ in rotation around one or more single bonds
Me H H Me H H H H H Me Me H Configurational Isomers or Stereoisomers - Compounds of the same structure that differ in one or more aspects of stereochemistry (how groups are oriented in space - enantiomers or diastereomers) We need a a way to describe the stereochemistry! Me H H Me 3-methylhexane 3-methylhexane The CIP System Revisited
1. Rank each substituent attached to the stereocenter according to the CIP priority system (1 = highest, 4 = lowest)
2 1 2 1 Me 3 H 4 H 4 Me 3 2. "View" the compound with the lowest priority substituent pointing away from you
2 1 2 Et Me 3 1 Pr H4 Me 3 1 Pr 2 Et H4 H 4 Me 3 2 1 Me 3 H 4 3. Draw a circul...
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- Spring '10