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Stereochemistry

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Stereoisomers: Compounds with the same number of atoms and the same sequence of ... cis-But-2-ene and trans-But-2-ene. gauche and anti conformations of butane ... – PowerPoint PPT presentation

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Title: Stereochemistry


1
Stereochemistry
  • Chemistry 223
  • Fall 2008

2
Isomers
Stereoisomers
Constitutional Isomers
Conformational Isomers
Configurational Isomers
Geometric Isomers
Optical Isomers
Enantiomers
Diastereomers
3
Definitions
  • Constitutional Isomers Compounds that have the
    same number of atoms but differ in the
    arrangement of atoms in the structure.
  • Diethyl ether and Ethanol
  • n-Butane and 2-methylpropane

4
Definitions
  • Stereoisomers Compounds with the same number of
    atoms and the same sequence of atoms, but which
    have a different arrangement of atoms in space.
  • cis-But-2-ene and trans-But-2-ene
  • gauche and anti conformations of butane
  • 2 enantiomers of bromochloroiodomethane

5
Definitions
  • Conformational Isomers Compounds which differ by
    rotation around a carbon-carbon single bond.
  • Conformational isomers for butane
  • Chair, boat, half-chair conformations of
    cyclohexane

6
Definitions
  • Geometric Isomers Compounds with the same
    arrangement of atoms but which differ by rotation
    around a carbon-carbon double bond or a
    carbon-carbon bond in a cyclic hydrocarbon
  • But-2-ene (cis and trans)
  • 1,2-diethylcyclopropane (cis and trans)

7
Definitions
  • Optical Isomers Compounds which differ by the
    arrangement of atoms around a tetrahedral carbon
    or equivalent center.
  • Enantiomers Non-superimposable mirror image
    isomers
  • Diastereomers Non-superimposable, non mirror
    image isomers
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