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Organic chemistry A Chapter 4 Stereochemistry By Prof. Dr. Adel M. Awadallah

Organic chemistry A Chapter 4 Stereochemistry By Prof. Dr. Adel M. Awadallah Islamic University of Gaza. Stereochemistry Isomers : different compounds having the same molecular formula. A chiral molecule is one that is optically active

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Organic chemistry A Chapter 4 Stereochemistry By Prof. Dr. Adel M. Awadallah

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  1. Organic chemistry A Chapter 4 Stereochemistry By Prof. Dr. Adel M. Awadallah Islamic University of Gaza

  2. Stereochemistry Isomers: different compounds having the same molecular formula

  3. A chiral molecule is one that is optically active • A racemic mixture (racemic modification) is one with equal ratios of enantiomers (50:50 mixture)

  4. Configuration and the R-S Convention

  5. Examples

  6. Compounds with more than one stereogenic center; (Diasteriomers)

  7. Properties of enantiomers and diastereomers • A) Enantiomers • Have the same physical properties except for direction of rotation of plane polarized light • Have the same chemical properties except for their reaction with other chiral molecules • (This usually seen in their biological activity) • B) Diastereomers • Have different physical properties • Similar chemical properties

  8. Chemical reactions of stereoisomers • 1) Generation of a chiral center

  9. Reaction away from a chiral center

  10. Generation of a second chiral center

  11. Resolution of enantiomers • Enantiomers + chiral molecules gives diasteriomers which can be sepearated, then we get red of the chiral molecules

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