5,6-dibromo-4,7-dimethoxy-1,3-dihydrobenzo[c]thiophene | 623932-73-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,6-dibromo-4,7-dimethoxy-1,3-dihydrobenzo[c]thiophene
• 英文别名: Jkdzmuaolbatlw-uhfffaoysa-；5,6-dibromo-4,7-dimethoxy-1,3-dihydro-2-benzothiophene
• CAS: 623932-73-0
• 化学式: C₁₀H₁₀Br₂O₂S
• 分子量: 354.062
• InChiKey: JKDZMUAOLBATLW-UHFFFAOYSA-N

物化性质

• 沸点：
  426.5±45.0 °C(Predicted)
• 密度：
  1.784±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 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：
  43.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,6-dibromo-4,7-dimethoxy-1,3-dihydrobenzo[c]thiophene 在 aluminum oxide 、 Oxone 作用下， 以 氯仿 为溶剂， 反应 28.0h， 生成 trans-3,4-dibromo-2,5-dimethoxybenzo[b]-1,6,6a,12a-tetrahydroxanthone
  参考文献：
  名称：

  New Benzo[ b ]xanthones from Diels-Alder Reactions of Chromone-3-carboxaldehydes with ortho -Benzoquinodimethanes

  摘要：

  New benzo[b]xanthone derivatives, having substituents in the A and D rings, were prepared from cycloaddition reactions of chromone-3-carboxaldehydes with ortho-benzoquinodimethanes, generated in situ from 1,3-dihydrobenzo[c]thiophene 2,2-dioxide, followed by oxidation of the obtained diastereomeric adducts. The structure of all compounds was fully established by 1D and 2D NMR, MS, and elemental analysis. The stereochemistry of the obtained diastereomeric cycloadducts was established by NOESY experiments.

  DOI：

  10.1007/s00706-002-0567-7
• 作为产物：
  描述：

  2,3-二甲基氢醌 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 溴 、 potassium carbonate 、 sodium sulfite 作用下， 以 四氯化碳 、 乙醇 、 氯仿 、 丙酮 为溶剂， 反应 45.0h， 生成 5,6-dibromo-4,7-dimethoxy-1,3-dihydrobenzo[c]thiophene
  参考文献：
  名称：

  New Benzo[ b ]xanthones from Diels-Alder Reactions of Chromone-3-carboxaldehydes with ortho -Benzoquinodimethanes

  摘要：

  New benzo[b]xanthone derivatives, having substituents in the A and D rings, were prepared from cycloaddition reactions of chromone-3-carboxaldehydes with ortho-benzoquinodimethanes, generated in situ from 1,3-dihydrobenzo[c]thiophene 2,2-dioxide, followed by oxidation of the obtained diastereomeric adducts. The structure of all compounds was fully established by 1D and 2D NMR, MS, and elemental analysis. The stereochemistry of the obtained diastereomeric cycloadducts was established by NOESY experiments.

  DOI：

  10.1007/s00706-002-0567-7

文献信息

• New Benzo[ b ]xanthones from Diels-Alder Reactions of Chromone-3-carboxaldehydes with ortho -Benzoquinodimethanes
  作者：Angela Sandulache、Artur M. S. Silva、Jos� A. S. Cavaleiro

  DOI：10.1007/s00706-002-0567-7

  日期：2003.3.1

  New benzo[b]xanthone derivatives, having substituents in the A and D rings, were prepared from cycloaddition reactions of chromone-3-carboxaldehydes with ortho-benzoquinodimethanes, generated in situ from 1,3-dihydrobenzo[c]thiophene 2,2-dioxide, followed by oxidation of the obtained diastereomeric adducts. The structure of all compounds was fully established by 1D and 2D NMR, MS, and elemental analysis. The stereochemistry of the obtained diastereomeric cycloadducts was established by NOESY experiments.

表征谱图