1-Benzoyl-pyren | 6453-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-Benzoyl-pyren
• 英文别名: 4-Benzoylpyrene；phenyl(pyren-4-yl)methanone
• CAS: 6453-96-9
• 化学式: C₂₃H₁₄O
• 分子量: 306.364
• InChiKey: RVDKNOAPINWILB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Benzoyl-pyren 在 lithium aluminium tetrahydride 作用下， 生成 Phenyl-pyrenyl-(1)-methanol
  参考文献：
  名称：

  The Solvolysis of Arylphenylmethyl Chlorides in 90% Acetone

  摘要：

  DOI：

  10.1021/ja01070a021
• 作为产物：
  描述：

  4-芘甲醛 生成 1-Benzoyl-pyren
  参考文献：
  名称：

  SHIRE, DAVID;FOURREY, JEAN-LOUIS;VARENNE, JEAN-NETTE

  摘要：

  DOI：

文献信息

• Charge Delocalization Pathways in Persistent 1-Pyrenyl-, 4-Pyrenyl-, and 2-Pyrenylmethylcarbenium Ions as Models of PAH−Epoxide Ring Opening:  NMR Studies in Superacids and AM1 Calculations
  作者：Kenneth K. Laali、Poul Erik Hansen

  DOI：10.1021/jo9707343

  日期：1997.8.1

  The relative stability, magnitude, and mode of charge delocalization into the pyrene moiety (Py) were evaluated for a series of tertiary and secondary 1-pyrenylmethylcarbenium ions PyC+R1R2 and PyC+R3H (with R-1 = R-2 = Me and Ph; R-3 = Me, Ph, CH2Ph, and (CH2)(10)Me), 4-pyrenylmethylcarbenium ions (with R-1 = R-2 = Me; R-3 = Me and Ph), and 2-pyrenylmethylcarbenium ions (with R-1 = R-2 = Me). The carbocations were generated from the corresponding carbinols by protonation with FSO3H/SO2ClF. The primary 1-pyrenyl- and 2-pyrenylmethyl cations could not be generated by ionization of their primary alcohols. Within the tertiary and the secondary carbocations, pi-charge delocalization into the pyrene moiety and the pyrenium ion character of the resulting carbocations increase in the order: 1-pyrenyl (alpha) > 4-pyrenyl (alpha beta) > 2-pyrenyl (beta). The NMR characteristics of the resulting ions are discussed and compared. The connection between charge delocalization/ stability in the regioisomeric pyrenylmethyl carbocations and the magnitude of carcinogenic activity in the benzannelated pyrenes, for which the bay-region diol-epoxides are the ultimate carcinogens, are discussed.