6-氧基苯并(a)芘 | 20928-82-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 中文名称: 6-氧基苯并(a)芘
• 英文名称: 6-oxy-benzopyrene radical
• 英文别名: 6-Oxybenzo(a)pyrene
• CAS: 20928-82-9
• 化学式: C₂₀H₁₁O
• 分子量: 267.307
• InChiKey: IGHJRQIADWAMHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  0

SDS

反应信息

• 作为产物：
  描述：

  6-硝基苯[a]嵌二萘 以 苯 为溶剂， 生成 6-氧基苯并(a)芘 、 氧化亚氮
  参考文献：
  名称：

  Photochemical Generation of Nitric Oxide from 6-Nitrobenzo[a]pyrene

  摘要：

  Photolabile 6-nitrobenzo[a]pyrene (6-nitroBaP) released nitric oxide (NO) under visible-light irradiation. The generation of NO and the concomitant formation of the 6-oxyBaP radical were confirmed by ESR. BaP quinones were also detected as further oxidized products of the 6-oxyBaP radical. No such photodegradation was observed with other nitrated BaPs, such as 1-nitroBaP and 3-nitroBaP. DNA-strand breakage, caused by photoexcited 6-nitroBaP, was closely related to its NO-releasing activity. MO calculations of nitrated BaP suggest that the perpendicular conformation of the nitro substituent to the aromatic ring is important for the release of NO with light. These findings may be useful for the development of a new type of NO donor.

  DOI：

  10.1021/ja0109038