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The study of the energetics of bond rotation is referred to as conformational analysis. [6] In some cases, conformational analysis can be used to predict and explain product selectivity, mechanisms, and rates of reactions. [7] Conformational analysis also plays an important role in rational, structure-based drug design.
The term, "flip" is misleading, because the direction of each carbon remains the same; what changes is the orientation. A conformation is a unique structural arrangement of atoms, in particular one achieved through the rotation of single bonds. [2] A conformer is a conformational isomer, a blend of the two words.
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 ...
Conformational isomerism is a form of isomerism that describes the phenomenon of molecules with the same structural formula but with different shapes due to rotations about one or more bonds. [12] [13] Different conformations can have different energies, can usually interconvert, and are very rarely isolatable.
Functional isomers are structural isomers which have different functional groups, resulting in significantly different chemical and physical properties. [ 11 ] An example is the pair propanal H 3 C–CH 2 –C(=O)-H and acetone H 3 C–C(=O)–CH 3 : the first has a –C(=O)H functional group, which makes it an aldehyde , whereas the second has ...
A pure substance is composed of only one type of isomer of a molecule (all have the same geometrical structure). Structural isomers have the same chemical formula but different physical arrangements, often forming alternate molecular geometries with very different properties. The atoms are not bonded (connected) together in the same orders.
The gauche effect is very sensitive to solvent effects, due to the large difference in polarity between the two conformers.For example, 2,3-dinitro-2,3-dimethylbutane, which in the solid state exists only in the gauche conformation, prefers the gauche conformer in benzene solution by a ratio of 79:21, but in carbon tetrachloride, it prefers the anti conformer by a ratio of 58:42. [9]
Eclipsed conformation (image right in Newman projection) Staggered conformation. In chemistry an eclipsed conformation is a conformation in which two substituents X and Y on adjacent atoms A, B are in closest proximity, implying that the torsion angle X–A–B–Y is 0°. [1]