4957-92-0Relevant academic research and scientific papers
POLYFLUOROBICYCLO(2,2,1)HEPTANES. PART XII. 4H-DECAFLUOROBICYCLO(2,2,1)HEPT-1-YL ISOCYANATE, AMINE AND ALCOHOL, AND DERIVATIVES THEREFROM
Broughton, John S.,Lynch, Peter,Stephens, Robert,Tatlow, John Colin
, p. 123 - 132 (2007/10/02)
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.
Polyfluorobicycloheptanes. Part 11. Bridgehead Radicals: their Generation, Reactions, and CIDNP Effects
Coe, Paul L.,Sleigh, John H.,Tatlow, John Colin
, p. 217 - 220 (2007/10/02)
Decomposition of bis-(4H-decafluorobicycloheptane-1-carbonyl)peroxide (I) alone affords 4H-decafluorobicycloheptan-1-yl 4H-decafluorobicycloheptane-1-carboxylate (III) and 4H,4H'-eicosafluoro-1,1'-bis(bicycloheptyl) (IV).In hexachloroacetone the peroxide (I) yields (IV) and 4H-1-chlorodecafluorobicycloheptane (V).Decomposition of (I) at 185 deg C in hexachloroacetone in a n.m.r. probe showed large CIDNP effects.The decarbonylation of 4H-decafluorobicycloheptane-1-carbaldehyde (VI) by di-t-butyl peroxide yielded 1H,4H-decafluorobicycloheptane (VII).Electrolysis of 4H-decafluorobicycloheptane-1-carboxylic acid in the presence of methyl propenoate gave (E)-1-(4H-decafluorobicycloheptan-1-yl)-2-methoxycarbonylethylene (VIII), 1-(4H-decafluorobicycloheptan-1-yl)-2-methoxycarbonylethane (IX), and (+/-)- and meso-1,4-bis-(4H-decafluorobicycloheptan-1-yl)-2,3-bismethoxycarbonylbutanes (X) and (XI).
