Organic Chemistry/Stereochemistry

From Wikibooks, open books for an open world
< Organic Chemistry
Jump to: navigation, search

Go To Organic Chemistry Contents .png Organic Chemistry table of contents > Stereochemistry

Stereoisomers are isomers which have the same pattern of bonding but with atoms arranged differently in space. Stereoisomers are also known as geometric isomers but confusingly this latter term is often used to refer only to 'cis/trans isomers'.

There are two types of stereoisomer:

two isomers which are mirror images of each other; also known as optical isomers due to the fact that two enantiomers will rotate plane-polarized light in equal, but opposite directions. Chirality is (yet) another term for enantiomerism.
stereoisomers which are not enantiomers.

Stereoisomerism can be caused by:

if a carbon atom has four different groups attached to it, it will exhibit enantiomerism. Other causes of enantiomerism include helical structures.
Non-rotation of bonds 
the C=C bond cannot rotate and is the most common cause of diastereomerism. Other causes are cyclic compounds and steric hindrance.

Optical activity 75% developed  as of Jan 12, 2005
R-S notational system 75% developed  as of Dec 30, 2005
Meso compounds 75% developed  as of May 3, 2006

<< Alkanes and cycloalkanes | Stereochemistry | Haloalkanes >>