2-methoxy-3,7,8-trichlorodibenzo-p-dioxin | 81381-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶英
• 英文名称: 2-methoxy-3,7,8-trichlorodibenzo-p-dioxin
• 英文别名: 8-methoxy-2,3,7-trichlorodibenzo-p-dioxin；2,3,7-TCDD-8-OMe；Dibenzo(b,e)(1,4)dioxin, 2,3,7-trichloro-8-methoxy-；2,3,7-trichloro-8-methoxydibenzo-p-dioxin
• CAS: 81381-85-3
• 化学式: C₁₃H₇Cl₃O₃
• 分子量: 317.556
• InChiKey: RCGFDZSHRKIZCR-UHFFFAOYSA-N

物化性质

• 沸点：
  426.7±45.0 °C(Predicted)
• 密度：
  1.526±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methoxy-3,7,8-trichlorodibenzo-p-dioxin 在 三溴化硼-二甲基硫醚 三溴甲基硫化硼 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 72.0h， 以35%的产率得到1-(~2~H_5_)苯基(~2~H_6_)丙烷-2-胺
  参考文献：
  名称：

  Synthesis of oxygenated derivatives of 2,3,7,8-tetrachlorodibenzo-p-dioxin

  摘要：

  Four monomethoxy, five dimethoxy and four dihydroxy derivatives of polychlorodibenzo-p-dioxin been synthesized, and their physical and spectral properties (NMR and MS) have been reported. The general method for the synthesis of specific mono- and dimethoxy derivatives in reasonable yields has been found to be the condensation of 4,5-dichlorocatechol with appropriately substituted o-chloro-nitrobenzenes. The monomethoxy derivatives thus prepared were demethylated by boron tribromide-dimethyl sulfide. Several mono- and dihydroxypolychlorodibenzo-p-dioxins have been identified as metabolites of the highly toxic environmental contaminant 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD). However, most of these metabolites have not been fully characterized due to the lack of appropriate standards. The availability of these synthetic oxygenated derivatives of TCDD can be used to establish the structure and the potential toxicity associated with these metabolites.

  DOI：

  10.1021/jf00033a030
• 作为产物：
  描述：

  4,5-二氯儿茶酚 、 1,4-二氯-2-甲氧基-5-硝基苯 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以8.8%的产率得到2-methoxy-3,7,8-trichlorodibenzo-p-dioxin
  参考文献：
  名称：

  Synthesis of oxygenated derivatives of 2,3,7,8-tetrachlorodibenzo-p-dioxin

  摘要：

  Four monomethoxy, five dimethoxy and four dihydroxy derivatives of polychlorodibenzo-p-dioxin been synthesized, and their physical and spectral properties (NMR and MS) have been reported. The general method for the synthesis of specific mono- and dimethoxy derivatives in reasonable yields has been found to be the condensation of 4,5-dichlorocatechol with appropriately substituted o-chloro-nitrobenzenes. The monomethoxy derivatives thus prepared were demethylated by boron tribromide-dimethyl sulfide. Several mono- and dihydroxypolychlorodibenzo-p-dioxins have been identified as metabolites of the highly toxic environmental contaminant 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD). However, most of these metabolites have not been fully characterized due to the lack of appropriate standards. The availability of these synthetic oxygenated derivatives of TCDD can be used to establish the structure and the potential toxicity associated with these metabolites.

  DOI：

  10.1021/jf00033a030

文献信息

• MASON G.; SAFE S., CHEMOSPHERE, 15,(1986) N 9-12, 2081-2083
  作者：MASON G.、 SAFE S.

  DOI：——

  日期：——
• Synthesis of oxygenated derivatives of 2,3,7,8-tetrachlorodibenzo-p-dioxin
  作者：Sudhir K. Singh、Subodh. Kumar

  DOI：10.1021/jf00033a030

  日期：1993.9.1

  Four monomethoxy, five dimethoxy and four dihydroxy derivatives of polychlorodibenzo-p-dioxin been synthesized, and their physical and spectral properties (NMR and MS) have been reported. The general method for the synthesis of specific mono- and dimethoxy derivatives in reasonable yields has been found to be the condensation of 4,5-dichlorocatechol with appropriately substituted o-chloro-nitrobenzenes. The monomethoxy derivatives thus prepared were demethylated by boron tribromide-dimethyl sulfide. Several mono- and dihydroxypolychlorodibenzo-p-dioxins have been identified as metabolites of the highly toxic environmental contaminant 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD). However, most of these metabolites have not been fully characterized due to the lack of appropriate standards. The availability of these synthetic oxygenated derivatives of TCDD can be used to establish the structure and the potential toxicity associated with these metabolites.