SYNTHESIS OF FLUORINE-CONTAINING NITRO COMPOUNDS

Article abstract of DOI:10.1016/S0022-1139(00)82947-4

Fluoronitro alkanes (5a and 5b), possesing the structure -CF2CH2CH(NO2)2, were synthesized from 1-iodo-1H,1H,2H,2H-perfluoroalkanes by displacing the iodide with sodium nitrite and then oxidatively nitrating the 1-nitro-1H,1H,2H,2H-perfluoroalkanes with tetranitromathane.Reaction with formaldehyde gave the dinitroalcohols, 6a and 6b. α,ο-diiodoperfluoroalkames (1c and 1d) were similarly converted to tetranitrofluoroalkanes (5c and 5d), characterized as tetranitrodiols 6c and 6d, and Michael adducts with methyl acrylate, 7c and 7d.