Infrared Study of the Conformational Equilibria of meso - and racemic -2,3-Dichlorobutanes
1969; Oxford University Press; Volume: 42; Issue: 8 Linguagem: Inglês
10.1246/bcsj.42.2091
ISSN1348-0634
AutoresKazuyoshi Iimura, Naoto Kawakami, Masatami Takeda,
Tópico(s)Analytical Chemistry and Chromatography
ResumoAbstract The conformational equilibria of rotational isomers of meso- and racemic-2,3-dichlorobutanes were investigated in various solvents by an infrared method. The coexistence of three rotational isomers was found for each of the meso and racemic-2,3-dichlorobutanes. However, the equilibrium concentrations changed depending on the solvent dielectric constant. The equilibrium concentration of the less polar form of a rotational isomer, in which the conformation is extended trans with respect to the Cl–C–C–Cl linkage, decreased as the solvent dielectric constant increased. The energy differences between the rotational isomers in the gaseous state and in acetonitrile solvent were also discussed.
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