31493-70-6Relevant academic research and scientific papers
COLOR REACTION PRODUCT OF UREA WITH DIACETYL MONOXIME AND GLUCURONOLACTONE. III. STRUCTURES OF TWO MAJOR REACTION PRODUCTS OF THE COLOR REACTION OF BUTYLUREA WITH 1-PHENYL-1,2-PROPANEDIONE
Yano, Hiroshige,Yamasaki, Miyuki,Shimomura, Yukiko,Kouno, Keiki,Ono, Yukio,Ueda, Yo
, p. 1853 - 1858 (2007/10/02)
Two crystalline color reaction products were isolated from the reaction mixture of butylurea with 1-phenyl-1,2-propanedione in dioxane containing HCl.One of them (A) was found to be identical with 1,3'-dibutyl-5,5'-diphenyl-2,2'-dioxo-4,4'diimidazolylmethane (I) which was isolated previously.The other one (C) was found to be isomeric with compound (B) which was also isolated previously.It was found that the only difference between B and C is the positions of their butyl side chains.In order to decide the positions of the side chains of B and C, the differences between the physico-chemical properties expected to be shown by 3,3'-dibutyl-(II) and by 1,1'-dibutyl-5,5'-diphenyl-2,2'-dioxo-4,4'-diimidazolylmethane (III) were estimated theoretically.From the results of this estimation the structures II and III could be assigned to B and C, respectively.Keywords - van der Waals' radii; CNDO/2 method; color reaction product; butylurea; 1-phenyl-1,2-propanedione; NMR spectrum; UV spectrum; interatomic distance; steric hindrance; IR spectrum
