Stereochemistry Flashcards
Isomerism:
Constitutional Isomers and
Stereoisomers
Stereoisomers are isomers…
with the same
molecular formula and same connectivity of
atoms but different arrangement of atoms in
space
Sub divisions of isomers
-Isomers
-Constitutional isomers
-Stereoisomers
-Enantiomers
-Diastereomers
Isomers:
Different compounds with same molecular formula
Constitutional isomers:
Isomers whose atoms have a different connectivity
Stereoisomers:
Isomers that have the same connectivity but that differ in the arrangement of their atoms in space
Enantiomers:
stereoisomers whose molecules
are nonsuperposable mirror images
Diastereomers:
stereoisomers whose
molecules are not mirror images of each other
Example: cis and trans double bond isomers, cis and trans cycloalkane isomers
Chiral molecule:
-Not superimposable on its mirror image
-Can exist as a pair of enantiomers
Pair of enantiomers:
- A chiral molecule and its mirror image
Achiral molecule
- Superimposable on its mirror image
The Biological Importance of Chirality:
The binding specificity of a chiral receptor site
for a chiral molecule is usually only favorable in
one way
Fischer Projection Formulas
A 2-dimensional representation of chiral molecules
- Vertical lines represent bonds that project behind the
plane of the paper
-Horizontal lines represent bonds that project out of the
plane of the paper