|
( Optical isomer)
The term chiral (pronounced /'ka??(?)l?/) is used to describe an object that is non-superimposable on its mirror image. Human hands are perhaps the most universally recognized example of chirality The left hand is a non-superimposable mirror image of the right hand; no matter how the two hands are oriented, it is impossible for all the major features of both hands to coincide. This difference in symmetry becomes obvious if someone attempts to shake the right hand of a person using his left hand, or if a left-handed glove is placed on a right hand. The term chirality is derived from the Greek word for hand, ?e?? (/cheir/). When used in the context of chemistry, chirality usually refers to molecules. Two mirror images of a molecule that cannot be superimposed onto each other are referred to as enantiomers or optical isomers. Because the difference between right and left hands is universally known and easy to observe, many pairs of enantiomers are designated as "right-" and "left-handed." A mixture of equal amounts of the two enantiomers is said to be a racemic mixture. Molecular chirality is of interest because of its application to stereochemistry in inorganic chemistry, organic chemistry, physical chemistry, biochemistry, and supramolecular chemistry. The symmetry of a molecule (or any other object) determines whether it is chiral. A molecule is achiral (not chiral) if and only if it has an axis of improper rotation; that is, an n-fold rotation (rotation by 360°/n) followed by a reflection in the plane perpendicular to this axis that maps the molecule onto itself. (See chirality (mathematics).) A simplified rule applies to tetrahedrally-bonded carbon, as shown in the illustration if all four substituents are different, the molecule is chiral. A chiral molecule is not necessarily asymmetric, that is, devoid of any symmetry elements, as it can have, for example, rotational symmetry.
|
Optical isomer Subcategories
Optical isomer Articles
|
|