Naphtho<2,3-b>fluoranthene-8,13-dione | 72853-56-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: Naphtho<2,3-b>fluoranthene-8,13-dione
• 英文别名: dibenz[e,k]acephenanthrylene-9,14-dione；Dibenz[e,k]acephenanthrylen-9,14-dion；Hexacyclo[11.10.1.02,11.04,9.014,19.020,24]tetracosa-1(24),2(11),4,6,8,12,14,16,18,20,22-undecaene-3,10-dione
• CAS: 72853-56-6
• 化学式: C₂₄H₁₂O₂
• 分子量: 332.358
• InChiKey: GQBHPVHRLXKSAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Naphtho<2,3-b>fluoranthene-8,13-dione 在 溶剂黄146 、 锌 作用下， 以 吡啶 为溶剂， 生成 萘并[2,3-b]荧蒽
  参考文献：
  名称：

  The location of double bonds in fluoranthene

  摘要：

  DOI：

  10.1016/s0040-4020(01)83070-2
• 作为产物：
  描述：

  2-(fluoranthene-3-carbonyl)-benzoic acid 在 硫酸 作用下， 生成 Naphtho<2,3-b>fluoranthene-8,13-dione
  参考文献：
  名称：

  680.一些萘氟蒽及其醌的制备

  摘要：

  DOI：

  10.1039/jr9500003466

文献信息

• Polycyclic fluoranthene hydrocarbons. 2. A new general synthesis
  作者：Bongsup P. Cho、Ronald G. Harvey

  DOI：10.1021/jo00235a005

  日期：1987.12
• Facile photochemical synthesis of polycyclic aromatic compounds
  作者：Kazuhiro Maruyama、Tetsuo Otsuki、Kiichiro Mitsui

  DOI：10.1021/jo01296a017

  日期：1980.4
• Synthesis and conformational analysis of nitropolycyclic fluoranthenes
  作者：Bongsup P. Cho、Misoo Kim、Ronald G. Harvey

  DOI：10.1021/jo00073a045

  日期：1993.10

  Nitroarenes are ubiquitous environmental pollutants some of which exhibit mutagenic and tumorigenic activities. The first systematic investigation of the nitration reactions of the polycyclic fluoranthenes, a major class of nonalternant polyarenes, is described. The specific hydrocarbons studied were benz[e]acephenanthrylene (1), benz[a]aceanthrylene (2), indeno[1,2,3-cd]pyrene (3), indeno[1,2,3-hi]chrysene (4), dibenz[a,e]aceanthrylene (5), dibenz[a,j]aceanthrylene (6), and dibenz[e,k]acephenanthrylene (7). The nitration of all hydrocarbons, except 1, proceeded with remarkable regioselectivity to provide a single mononitro product. In the case of 1, 17 % of a second mononitro isomer was isolated. The structures of the resulting mononitrofluoranthenes (8-15) were fully characterized by analysis of their high-resolution COSY, long-range COSY, and NOESY NMR spectra and by comparison with the spectra of the parent hydrocarbons. The observed nitration sites of the polycyclic fluoranthenes were in excellent agreement with theoretical predictions made by the DEWAR-PI method based on the relative energies of the Wheland intermediates for substitutions at various ring positions. The availability of the complete H-1 chemical shift assignments of the nitropolycyclic fluoranthenes (8-15), together with those of the parent hydrocarbons (1-7) and their UV-visible spectral data, enabled the molecular conformations of the nitro groups to be probed.
• 321. Syntheses in the fluoranthene series
  作者：Neil Campbell、H. Wang

  DOI：10.1039/jr9490001513

  日期：——
• MARUYAMA K.; OTSUKI T.; MITSUI K., J. ORG. CHEM., 1980, 45, NO 8, 1424-1428
  作者：MARUYAMA K.、 OTSUKI T.、 MITSUI K.

  DOI：——

  日期：——