A useful model for the optical activity of deuterium compounds

✍ Scribed by James H. Brewster

• Publisher: Elsevier Science
• Year: 1959
• Tongue: French
• Weight: 239 KB
• Volume: 1
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)99480-8

✦ Synopsis

THR empirical Conformational Asymmetry Rule 192 permits the assignment of absolute configuration to a number of compounds having both deuterium and hydrogen at the asymmetric center; these configurations are consistent with those assigned on mechanistic grounds.3 Thus, butane-2-d, in the indicated absolute configuration, 4 would have the three staggered t J. H. Brewster, J. ' The skew system of in Rewman is dextrorotatory and contributes k*X*Y to CM],; the constants X and Y appear to be functions of the refractions of atoms X and Y. The atomic refraction of deuterium is leas than that of hydrogen; thus the molecular refraction of hexadeutero-benzene is 0.144 lover than that of benzene; C. K. Ingold, C. G. Raisin and C. L. Wilson, J. Chem, Sot. 915 (1936). On this basis, k*X'D will be smaller than k*X*H.