2-(1,2-dibromopropyl)-4,5-methylenedioxy-1-bromobenzene | 5460-62-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-(1,2-dibromopropyl)-4,5-methylenedioxy-1-bromobenzene
• 英文别名: 5-bromo-6-(1,2-dibromo-propyl)-benzo[1,3]dioxole；5-Brom-6-(1,2-dibrom-propyl)-benzo[1,3]dioxol；5-Bromo-6-(1,2-dibromopropyl)-1,3-benzodioxole
• CAS: 5460-62-8
• 化学式: C₁₀H₉Br₃O₂
• 分子量: 400.892
• InChiKey: MFEODABNHHTKKJ-UHFFFAOYSA-N

物化性质

• 熔点：
  101-106 °C(Solv: acetone (67-64-1); ethyl ether (60-29-7))
• 沸点：
  378.1±42.0 °C(Predicted)
• 密度：
  2.070±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  乙二醇乙醚 、 2-(1,2-dibromopropyl)-4,5-methylenedioxy-1-bromobenzene 生成 1-(2-ethoxy-ethoxy)-2-bromo-1-(6-bromo-benzo[1,3]dioxol-5-yl)-propane
  参考文献：
  名称：

  Synthesis of Methylenedioxyphenyl Compounds from Isosafrole and Sesamol

  摘要：

  DOI：

  10.1021/jo01092a029
• 作为产物：
  描述：

  5-[(E)-丙-1-烯基]苯并[1,3]二氧杂环戊烯 在 potassium permanganate 、 氢溴酸 作用下， 以 乙腈 为溶剂， 以88%的产率得到2-(1,2-dibromopropyl)-4,5-methylenedioxy-1-bromobenzene
  参考文献：
  名称：

  Reaction of Aromatic and Unsaturated Compounds with the Potassium Permanganate/HCl (HBr) Acetonitrile Reagent

  摘要：

  AbstractAddition of hydrochloric or hydrobromic acid to a solution of potassium permanganate in acetonitrile produced a homogeneous mixture, which is suitable for laboratory chlorination or bromination, respectively. Aromatic compounds more reactive than alkylbenzenes can be chlorinated or brominated without additional catalyst. Alkenes and alkynes give the corresponding vicinal dihaloalkanes and vinyl halides. All reactions complete within two hours under mild condition (25‐60 °C) with excellent to moderate yields.

  DOI：

  10.1002/jccs.199600010

文献信息

• Reaction of Aromatic and Unsaturated Compounds with the Potassium Permanganate/HCl (HBr) Acetonitrile Reagent
  作者：Lilian Kao Liu、Ching-Shan Lin

  DOI：10.1002/jccs.199600010

  日期：1996.2

  AbstractAddition of hydrochloric or hydrobromic acid to a solution of potassium permanganate in acetonitrile produced a homogeneous mixture, which is suitable for laboratory chlorination or bromination, respectively. Aromatic compounds more reactive than alkylbenzenes can be chlorinated or brominated without additional catalyst. Alkenes and alkynes give the corresponding vicinal dihaloalkanes and vinyl halides. All reactions complete within two hours under mild condition (25‐60 °C) with excellent to moderate yields.
• Synthesis of Methylenedioxyphenyl Compounds from Isosafrole and Sesamol
  作者：B. H. ALEXANDER、S. I. GERTLER、R. T. BROWN、T. A. ODA、M. BEROZA

  DOI：10.1021/jo01092a029

  日期：1959.10