W. Billups, A. N. Kurtz, M. L. Farmer
1970
Citations
0
Influential Citations
3
Citations
Journal
Tetrahedron
Abstract
Abstract The same equilibrium mixture of dichloropropanes is obtained when either 1,1-, 1,2-, or 1,3-dichloropropane is treated with aluminum chloride. 1,2- and 1,3-Dichlorobutane undergo very rapid interconversion under comparable conditions. No trace of any other isomer is detectable. The 2,3-dichlorobutanes undergo diastereomeric equilibration accompanied by about 3% 2,2-dichlorobutane. 1,4-Dichlorobutane can be partially isomerized to a mixture of 1,2- and 1,3-dichlorobutane. Analogous results are obtained with the dichloropentanes. Thus, both 2,3- and 2,4-dichloropentane diastereomers undergo rapid equilibration. 1,2-Dichloropentane forms predominantly 1,3- and 1,4-dichloropentane.