69795-70-6Relevant articles and documents
Electrophilic Substitution of 3,4-Dihydrocyclopentapyrene and the 3-Ketone
Minabe, Masahiro,Nishimura, Ryuuji,Kimura, Takao,Tsubota, Motohiro
, p. 1248 - 1253 (1993)
Bromination of 3,4-dihydrocyclopentapyrene (1) with bromine yielded predominantly the corresponding 8-bromide; on the other hand, a similar reaction of cyclopentapyren-3(4H)-one (2) afforded the 4-bromide.The Friedel-Crafts acetylation of 1 and 2 with acetyl chloride in the presence of aluminum chloride occurred at sites 8, 6, and 1.The isomeric distribution in the acetylation of 1 was similar to that of 2.The relative reactivity of 2 with 1-acetylpyrene in acetylation was 0.75.The partial rate factor of site 1 of 1 was less than that of the corresponding position of 1-acetylpyrene, in spite of the fact that sites 6 and 8 of 1 were more reactive than the corresponding positions of 1-acetylpyrene.Nitration of 2 using acetyl nitrate in acetic anhydride took place at positions similar to the case of the acetylation of 2; however, the nitration of 1 gave the 5-nitro derivative in addition to the 8, 6 and 1-isomers.
Quantitative Synthesis and Formation of Cyclopentapyrene 3,4-Oxide under Simulated Atmospheric Conditions
Murray, Robert W.,Singh, Megh
, p. 239 - 243 (2007/10/03)
Cyclopentapyrene 3,4-oxide (2) has been synthesized in a one-step, quantitative reaction using dimethyldioxirane. The oxide, or its thermal rearrangement products cyclopentapyren-3(4H)-one and cyclopentapyren-4(3H)-one, is formed from cyclopentapyrene (1) under simulated environmental conditions. In one case these products are formed when 1 is adsorbed on model particulates and then exposed to the reaction products of tetramethylethylene and ozone in the gas phase.
Synthesis, purification and spectral analysis of mononitrocyclopentapyrenes
Braken-van Leersum, A. M. van den,Spijker, N. M.,Lugtenburg, J.,Cornelisse, J.
, p. 628 - 640 (2007/10/02)
The synthesis ,purification and characterization of seven isomeric nitrocyclopentapyrenes (nitroCPPs) are described.Nitration of partially hydrogenated CPPs affords mixtures of nitroderivatives, which, after separation, are aromatized with DDQ.The resulting nitroCPPS are characterized by their 1H NMR, 13C NMR, UV-vis, IR and mass spectra.The interaction between the nitro group and the aromatic system of CPP is discussed.