599-01-9Relevant articles and documents
Leimu,Ronkainen
, p. 591,594 (1954)
Carbonylation of trichloroacetaldehyde (chloral) in concentrated sulfuric acid: Stereocontrolled synthesis of cis- and trans-2,5-bis(trichloromethyl)-1,3-dioxolan-4-one
Mori, Sadayuki,Emura, Kazuhiro,Kano, Motoaki,Kudo, Kiyoshi,Komatsu, Koichi,Sugita, Nobuyuki
, p. 8977 - 8982 (2007/10/02)
Carbonylation of trichloroacetaldehyde(chiral) in concentrated sulfuric acid readily gave 2,5-bis(trichloromethyl-1,3-dioxolan-4-ones (cis and trans) and 3,3,3-trichloro-2-hydroxypropanoic acid. The cis isomer was isolated for the first time, and confirmed by X-ray structural analysis. The cis/trans ratio of dioxolanones largely depended upon the concentration of sulfuric acid. Highly diastereoselective formation of the dioxolanones was achieved with 99wt% sulfuric acid (cis:trans = 95:5) or with 90wt% sulfuric acid (0:100).