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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.
In chemistry, a structural isomer (or constitutional isomer in the IUPAC nomenclature [1]) of a compound is another compound whose molecule has the same number of atoms of each element, but with logically distinct [clarification needed] bonds between them. [2] [3] The term metamer was formerly used for the same concept. [4]
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.
As with organic compounds, the cis isomer is generally the more reactive of the two, being the only isomer that can reduce alkenes and alkynes to alkanes, but for a different reason: the trans isomer cannot line its hydrogens up suitably to reduce the alkene, but the cis isomer, being shaped differently, can.
Prototropic tautomers are sets of isomeric protonation states with the same empirical formula and total charge. Tautomerizations are catalyzed by: [ 4 ] bases , involving a series of steps: deprotonation, formation of a delocalized anion (e.g., an enolate ), and protonation at a different position of the anion; and
The two have equal free energy; neither is more stable, so neither predominates compared to the other. A negative difference in free energy means that a conformer interconverts to a thermodynamically more stable conformation, thus the equilibrium constant will always be greater than 1.
The dimer of cyclobutadiene occurs as a cis isomer and a trans isomer. Both isomers convert to COT (symmetry forbidden hence stable) with a half-life of 20 minutes at 140 °C [ 10 ] Tetracyclo[3,3,0,0 2,4 ,0 3,6 ] octa-7-ene is only known as its 4-carbomethoxy derivative.
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]