POLYFLUOROBICYCLO(2,2,1)HEPTANES. PART XII. 4H-DECAFLUOROBICYCLO(2,2,1)HEPT-1-YL ISOCYANATE, AMINE AND ALCOHOL, AND DERIVATIVES THEREFROM

Article abstract of DOI:10.1016/S0022-1139(00)81109-4

4H-Decafluorobicyclo(2,2,1)hept-1-yl carboxylic acid chloride gave the corresponding isocyanate which readily afforded appropriate derivatives of carbamic acid, and substituted ureas, all with the bridgehead moiety substituted on nitrogen.The 4H-bridgehead primary amine was made from the isocyanate and directly from the acid chloride.Diazotisation converted it mainly to the bridgehead tertiary alcohol, with traces of the derived nitrite ester, and of the bridgehead chloride and dihydro-compound.Peroxidic oxidation of the amine gave the bridgehead nitro-compound.