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These include meso compounds, cis–trans isomers, E-Z isomers, and non-enantiomeric optical isomers. Diastereomers seldom have the same physical properties. In the example shown below, the meso form of tartaric acid forms a diastereomeric pair with both levo- and dextro-tartaric acids, which form an enantiomeric pair.
There are three common naming conventions for specifying one of the two enantiomers (the absolute configuration) of a given chiral molecule: the R/S system is based on the geometry of the molecule; the (+)- and (−)- system (also written using the obsolete equivalents d- and l-) is based on its optical rotation properties; and the D/L system is based on the molecule's relationship to ...
Isomers do not necessarily share similar chemical or physical properties. Two main forms of isomerism are structural (or constitutional) isomerism, in which bonds between the atoms differ; and stereoisomerism (or spatial isomerism), in which the bonds are the same but the relative positions of the atoms differ. Isomeric relationships form a ...
One example is the chiral amino acid alanine, which has two optical isomers, and they are labeled according to which isomer of glyceraldehyde they come from. On the other hand, glycine , the amino acid derived from glyceraldehyde, has no optical activity, as it is not chiral (it's achiral).
There are many more pairs of diastereomers, because each of these configurations is a diastereomer with respect to every other configuration excluding its own enantiomer (for example, R,R,R is a diastereomer of R,R,S; R,S,R; and R,S,S). For n = 4, there are sixteen stereoisomers, or eight pairs of enantiomers.
Different enantiomers or diastereomers of a compound were formerly called optical isomers due to their different optical properties. [29] At one time, chirality was thought to be restricted to organic chemistry, but this misconception was overthrown by the resolution of a purely inorganic compound, a cobalt complex called hexol , by Alfred ...
For example, tartaric acid can exist as any of three stereoisomers depicted below in a Fischer projection. Of the four colored pictures at the top of the diagram , the first two represent the meso compound (the 2 R ,3 S and 2 S ,3 R isomers are equivalent), followed by the optically active pair of levotartaric acid (L-( R,R )-(+)-tartaric acid ...
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