Benzofluoranthene | 203-20-3

• 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: Benzofluoranthene
• 英文别名: Naphtho<2,1,a>fluoranthene；Naphtho<2,3a>fluoranthene；dibenz[a,j]aceanthrylene；Dibenz[a,j]aceanthrylen；Naphtho(2,1-a)fluoranthene；hexacyclo[11.10.1.02,11.05,10.017,24.018,23]tetracosa-1(24),2(11),3,5,7,9,12,14,16,18,20,22-dodecaene
• CAS: 203-20-3
• 化学式: C₂₄H₁₄
• 分子量: 302.375
• InChiKey: ZUAGUFSITPHNKC-UHFFFAOYSA-N

物化性质

• 熔点：
  181.15°C
• 沸点：
  378.4°C (rough estimate)
• 密度：
  1.1762 (estimate)
• 溶解度：
  3.31e-09 M

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  24
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

ADMET

毒理性

• 致癌物分类

国际癌症研究机构致癌物：萘[2,1-a]芘

IARC Carcinogenic Agent:Naphtho[2,1-a]fluoranthene

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构（IARC）致癌物分类：第3组：无法归类其对人类致癌性

IARC Carcinogenic Classes:Group 3: Not classifiable as to its carcinogenicity to humans

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构专著：第92卷：（2010年）一些非杂环多环芳烃及其相关暴露

IARC Monographs:Volume 92: (2010) Some Non-heterocyclic Polycyclic Aromatic Hydrocarbons and Some Related Exposures

来源:International Agency for Research on Cancer (IARC)

安全信息

• 海关编码：
  2902909090

反应信息

• 作为反应物：
  描述：

  Benzofluoranthene 在 dinitrogen tetraoxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.3h， 以82%的产率得到5-Nitrodibenzoaceanthrylene
  参考文献：
  名称：

  Synthesis and conformational analysis of nitropolycyclic fluoranthenes

  摘要：

  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.

  DOI：

  10.1021/jo00073a045
• 作为产物：
  描述：

  在 三苯基甲烷 、 氢氟酸 作用下， 反应 12.0h， 以60%的产率得到Benzofluoranthene
  参考文献：
  名称：

  Synthesis of benzo[a]fluoranthene and naphtho[2,1-a]fluoranthene

  摘要：

  DOI：

  10.1021/jo00138a031

文献信息

• Oxidation of Dibenzo[<i>a</i>,<i>e</i>]fluoranthene by Osmium Tetroxide
  作者：P. Jacquignon、O. Perin-Roussel、F. Perin、O. Chalvet、J. M. Lhoste、A. Mathieu、B. Saperas、P. Viallet、F. Zajdela

  DOI：10.1139/v75-235

  日期：1975.6.1

  Dibenzo[a,e]fluoranthene is treated by osmium tetroxide, the nature, structure, and configuration of the compound obtained (a trans dihydro diol) are defined taking into account the chemical, theoretical, and physicochemical arguments.

  二苯并[a,e]芴经过四氧化锇处理，考虑化学、理论和物理化学的论据，定义了所得化合物（一种顺式二氢二醇）的性质、结构和构型。
• Polycyclic fluoranthene hydrocarbons. 2. A new general synthesis
  作者：Bongsup P. Cho、Ronald G. Harvey

  DOI：10.1021/jo00235a005

  日期：1987.12
• Cholanthrene and Related Hydrocarbons
  作者：Louis F. Fieser、Arnold M. Seligman

  DOI：10.1021/ja01314a039

  日期：1935.11
• RAY, J. K.;HARVEY, R. G., J. ORG. CHEM., 1982, 47, N 17, 3335-3336
  作者：RAY, J. K.、HARVEY, R. G.

  DOI：——

  日期：——
• Synthesis of benzo[a]fluoranthene and naphtho[2,1-a]fluoranthene
  作者：Jayanta K. Ray、Ronald G. Harvey

  DOI：10.1021/jo00138a031

  日期：1982.8