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Two chemicals might be the same constitutional isomer, but upon deeper analysis be stereoisomers of each other. Two molecules that are the same stereoisomer as each other might be in different conformational forms or be different isotopologues. The depth of analysis depends on the field of study or the chemical and physical properties of interest.
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]
The molecular configuration of a molecule is the permanent geometry that results from the spatial arrangement of its bonds. [1] The ability of the same set of atoms to form two or more molecules with different configurations is stereoisomerism.
For example, butanol H 3 C−(CH 2) 3 −OH, methyl propyl ether H 3 C−(CH 2) 2 −O−CH 3, and diethyl ether (H 3 CCH 2 −) 2 O have the same molecular formula C 4 H 10 O but are three distinct structural isomers. The concept applies also to polyatomic ions with the same total charge. A classical example is the cyanate ion O=C=N − and ...
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.
In stereochemistry, an asymmetric carbon is a carbon atom that is bonded to four different types of atoms or groups of atoms. [1] [2] The four atoms and/or groups attached to the carbon atom can be arranged in space in two different ways that are mirror images of each other, and which lead to so-called left-handed and right-handed versions (stereoisomers) of the same molecule.
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.
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
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