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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
Diastereomers are distinct molecular configurations that are a broader category. [3] They usually differ in physical characteristics as well as chemical properties. If two molecules with more than one chiral centre differ in one or more (but not all) centres, they are diastereomers. All stereoisomers that are not enantiomers are diastereomers.
The conversion of the enantiomeric mixture into a diastereomer pair, depending on the nature of the chemicals, can be via covalent bond formation with the enantiopure resolving agent, or by salt formation, the latter being particularly convenient since acid base chemistry is typically quite operationally simple and high yielding.
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.
In stereochemistry, an epimer is one of a pair of diastereomers. [1] The two epimers have opposite configuration at only one stereogenic center out of at least two. [2] All other stereogenic centers in the molecules are the same in each. Epimerization is the interconversion of one epimer to the other epimer.
For instance, any one pair of CH 2 hydrogens in 3-pentanol (Figure 1) are diastereotopic, as the two CH 2 carbons are enantiotopic. Substitution of any one of the four CH 2 hydrogens creates two chiral centers at once, and the two possible hydrogen substitution products at any one CH 2 carbon will be diastereomers. This kind of relationship is ...
Thus, all 15 diastereomers of ML a L b L c L d L e L f are chiral, whereas for ML a 2 L b L c L d L e, six diastereomers are chiral and three are not (the ones where L a are trans). One can see that octahedral coordination allows much greater complexity than the tetrahedron that dominates organic chemistry. The tetrahedron ML a L b L c L d ...
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 ...