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Le Bel-van't Hoff rule states that for a structure with n asymmetric carbon atoms, there is a maximum of 2 n different stereoisomers possible. As an example, D-glucose is an aldohexose and has the formula C 6 H 12 O 6. Four of its six carbon atoms are stereogenic, which means D-glucose is one of 2 4 =16 possible stereoisomers. [20] [21]
Stereoisomers have the same atoms or isotopes connected by bonds of the same type, but differ in the relative positions of those atoms in space. Two broad types of stereoisomers exist, enantiomes, and diastereomers. Enantiomers have identical physical properties but diastereomers do not. [7]
Isotopomers or isotopic isomers are isomers with isotopic atoms, having the same number of each isotope of each element but differing in their positions in the molecule. The result is that the molecules are either constitutional isomers or stereoisomers solely based on isotopic location.
Stereochemistry, a subdiscipline of chemistry, studies the spatial arrangement of atoms that form the structure of molecules and their manipulation. [1] The study of stereochemistry focuses on the relationships between stereoisomers, which are defined as having the same molecular formula and sequence of bonded atoms (constitution) but differing in the geometric positioning of the atoms in space.
For example, ephedrine exists in (1R,2S) and (1S,2R) stereoisomers, which are distinct mirror-image forms of each other, making them enantiomers. This compound also exists as the two enantiomers written (1R,2R) and (1S,2S), which are named pseudoephedrine rather than ephedrine. All four of these isomers are named 2-methylamino-1-phenyl-1 ...
Two enantiomers of a generic amino acid at the stereocenter. In stereochemistry, a stereocenter of a molecule is an atom (center), axis or plane that is the focus of stereoisomerism; that is, when having at least three different groups bound to the stereocenter, interchanging any two different groups creates a new stereoisomer.
Very often, cis–trans stereoisomers contain double bonds or ring structures. In both cases the rotation of bonds is restricted or prevented. [4] When the substituent groups are oriented in the same direction, the diastereomer is referred to as cis, whereas when the substituents are oriented in opposing directions, the diastereomer is referred to as trans.
As an example, four of the carbon atoms of the aldohexose class of molecules are asymmetric, therefore the Le Bel–Van 't Hoff rule gives a calculation of 2 4 = 16 stereoisomers. This is indeed the case: these chemicals are two enantiomers each of eight different diastereomers : allose , altrose , glucose , mannose , gulose , idose , galactose ...