9-Bromo-7,8,9,9a-tetrahydro-6bH-5,10-dioxa-pentaleno[2,1-a]naphthalen-6-one | 310871-29-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 9-Bromo-7,8,9,9a-tetrahydro-6bH-5,10-dioxa-pentaleno[2,1-a]naphthalen-6-one
• 英文别名: 14-Bromo-8,16-dioxatetracyclo[8.6.0.02,7.011,15]hexadeca-1(10),2,4,6-tetraen-9-one
• CAS: 310871-29-5
• 化学式: C₁₄H₁₁BrO₃
• 分子量: 307.144
• InChiKey: IXJFDQGWKIAXMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-Bromo-7,8,9,9a-tetrahydro-6bH-5,10-dioxa-pentaleno[2,1-a]naphthalen-6-one 在 偶氮二异丁腈 、 三丁基氯化锡 、 sodium cyanoborohydride 作用下， 以 叔丁醇 、 苯 为溶剂， 反应 2.5h， 以65%的产率得到7,8,9,9a-Tetrahydro-6bH-5,10-dioxa-pentaleno[2,1-a]naphthalen-6-one
  参考文献：
  名称：

  Cyclization of 3-Cyclopent-2-Enyl-4-Hydroxy[1]Benzopyran-2-One

  摘要：

  Cyclization of 3-cyclopent-2-enyl-4-hydroxy[1]benzopyran-2-one (1) with cold cone. sulfuric acid gave a mixture of two products, 2 (10%) and 3 (80%). However, on treatment with mercuric chloride 1 furnished the linear product 4 in 60% yield while with mercuric acetate the bicyclic product 8 was obtained in 50% yield. The structures of products are established by chemical correlation.

  DOI：

  10.1080/00397910008087020
• 作为产物：
  描述：

  3-[cyclopent-2-enyl]-4-hydroxy[1]benzopyran-2-one 在 mercury dichloride 、 溴 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 12.75h， 生成 9-Bromo-7,8,9,9a-tetrahydro-6bH-5,10-dioxa-pentaleno[2,1-a]naphthalen-6-one
  参考文献：
  名称：

  Cyclization of 3-Cyclopent-2-Enyl-4-Hydroxy[1]Benzopyran-2-One

  摘要：

  Cyclization of 3-cyclopent-2-enyl-4-hydroxy[1]benzopyran-2-one (1) with cold cone. sulfuric acid gave a mixture of two products, 2 (10%) and 3 (80%). However, on treatment with mercuric chloride 1 furnished the linear product 4 in 60% yield while with mercuric acetate the bicyclic product 8 was obtained in 50% yield. The structures of products are established by chemical correlation.

  DOI：

  10.1080/00397910008087020