711-40-0Relevant articles and documents
MASS SPECTRAL STUDY OF THE PYROLYSIS OF TETRAKIS(TRIFLUOROMETHYL)ALLENE
Kagramanov, N. D.,Kutin, A.A.
, p. 2408 - 2410 (2007/10/02)
Low-energy mass spectrometry and chromato-mass spectrometry have been used to show that major final products of the pyrolysis of tetrakis(trifluoromethyl)allene (TTA) are perfluoro-1,3-cyclopentadiene and hexafluoroethane, formed as a result of the thermal loss of two trifluoromethyl radicals.This indicates the lack of an interaction of the trifluoromethyl substituents with the cumulene bond ?-electrons.
Polyhalogeno-allenes and -acetylenes. Part 15. Dipolar Cycloadditions of N-Phenylsydnone and Aryl Azides to Perfluoropropadiene and Perfluoropropyne
Blackwell, Gordon B.,Haszeldine, Robert N.,Taylor, David R.
, p. 2207 - 2210 (2007/10/02)
N-Phenylsydnone reacts with perfluoropropadiene to give 3-fluoro-1-phenyl-4-trifluoromethylpyrazole (2), anionotropic rearrangement following the dipolar cycloaddition; with perfluoropropyne, giving a 1:2 mixture of (2) and the isomeric 4-fluoro-1-phenyl-3-trifluoromethylpyrazole (3); and with perfluorobut-2-yne to give the homologue 1-phenyl-3,4-bis(trifluoromethyl)pyrazole (4).Phenyl azide and perfluoropropadiene react at 50 deg C to give a 9:1 mixture of 4-fluoro-1-phenyl-5-trifluoromethyl-1,2,3-triazole (5) and 5-fluoro-1-phenyl-4-trifluoromethyl-1,2,3-triazole (6), also by consecutive cycloaddition and anionotropic rearrangement.The minor isomer, believed to be compound (6), was the only adduct isolated by similar treatment of perfluoropropyne.Perfluoropropadiene and pentafluorophenyl azide react slowly to give a low yield of an adduct believed to be 4(or 5)-fluoro-1-pentafluorophenyl-5(or 4)-trifluoro-1,2,3-triazole.The orientation of these additions are discussed in terms of the frontier orbitals involved.
