13C2-benzo[a]pyrene | 917079-67-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 13C2-benzo[a]pyrene
• 英文别名: benzo[a]pyrene
• CAS: 917079-67-5
• 化学式: C₂₀H₁₂
• 分子量: 254.293
• InChiKey: FMMWHPNWAFZXNH-GPSXYVNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  20
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-[2-naphthalen-2-yl-3-((313C)oxiran-2-yl)phenyl](313C)oxirane 在 indium(III) chloride 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以94%的产率得到13C2-benzo[a]pyrene
  参考文献：
  名称：

  Synthesis of 13C2-benzo[a]pyrene and its 7,8-dihydrodiol and 7,8-dione implicated as carcinogenic metabolites

  摘要：

  Synthesis of the C-13(2)-labelled analogues of the carcinogenic polycyclic aromatic hydrocarbon benzo[a]-pyrene and its active metabolites is described. The method entails Pd-catalyzed Suzuki-Miyaura coupling of a naphthalene boronic acid with 2-bromobenzene-1,3-dialdehyde followed by Wittig reaction of the product with (CH2)-C-13 = PPh3. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.033

文献信息

• Synthesis of 13C2-benzo[a]pyrene and its 7,8-dihydrodiol and 7,8-dione implicated as carcinogenic metabolites
  作者：Chongzhao Ran、Daiwang Xu、Qing Dai、Trevor M. Penning、Ian A. Blair、Ronald G. Harvey

  DOI：10.1016/j.tetlet.2008.05.033

  日期：2008.7

  Synthesis of the C-13(2)-labelled analogues of the carcinogenic polycyclic aromatic hydrocarbon benzo[a]-pyrene and its active metabolites is described. The method entails Pd-catalyzed Suzuki-Miyaura coupling of a naphthalene boronic acid with 2-bromobenzene-1,3-dialdehyde followed by Wittig reaction of the product with (CH2)-C-13 = PPh3. (c) 2008 Elsevier Ltd. All rights reserved.