1,1,2,3-tetrabromo-1H-indene | 405161-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 1,1,2,3-tetrabromo-1H-indene
• 英文别名: 1,1,2,3-Tetrabromo-1H-indene；1,1,2,3-tetrabromoindene
• CAS: 405161-47-9
• 化学式: C₉H₄Br₄
• 分子量: 431.747
• InChiKey: PQAPZICVKVUPSA-UHFFFAOYSA-N

物化性质

• 沸点：
  362.0±42.0 °C(Predicted)
• 密度：
  2.637±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1,2,3-tetrabromo-1H-indene 在 双氧水 、 氧气 作用下， 以 水 为溶剂， 120.0 ℃ 、2.0 MPa 条件下， 反应 8.0h， 以90%的产率得到苯酐
  参考文献：
  名称：

  One-step synthesis of substituted isobenzofuran-1(3H)-ones and isobenzofuran-1,3-diones from indane derivatives in subcritical media

  摘要：

  Molecular oxygen is one of the most attractive oxidants in organic synthesis because it is highly soluble in subcritical water. In this study, indane derivatives were oxidized to the corresponding isobenzofuran-1(3H)-one with molecular oxygen and isobenzofuran-1,3-dione with a mixture of molecular oxygen and H2O2 in subcritical water. This paper describes a simple, economic, environmentally benign,and general procedure that can be used for the synthesis of substituted isobenzofuran-1(3H)-ones and isobenzofuran-1,3-diones in only one step and without catalyst.

  DOI：

  10.1007/s00706-013-0928-4
• 作为产物：
  描述：

  1,1,3-tribromo-1H-indene 在 溴 作用下， 以 氘代氯仿 为溶剂， 反应 0.67h， 生成 1,1,2,3-tetrabromo-1H-indene
  参考文献：
  名称：

  茚满的光溴化：制备溴代茚满并准备使用苯并[ c ]芴酮骨架

  摘要：

  通过茚满的光解溴可有效合成1,1,3,3-四溴茚满和1,1,2,3,3-五溴茚满。随后将它们脱氢溴化，得到相应的三溴代和四溴代茚，它们很容易通过银负载的水解转化为相应的溴代茚满。3-溴茚满酮的热解得到苯并[ c ]芴酮衍生物。

  DOI：

  10.1016/s0040-4020(01)00978-4

文献信息

• One-step synthesis of substituted isobenzofuran-1(3H)-ones and isobenzofuran-1,3-diones from indane derivatives in subcritical media
  作者：Nermin Sımsek Kus

  DOI：10.1007/s00706-013-0928-4

  日期：2013.8

  Molecular oxygen is one of the most attractive oxidants in organic synthesis because it is highly soluble in subcritical water. In this study, indane derivatives were oxidized to the corresponding isobenzofuran-1(3H)-one with molecular oxygen and isobenzofuran-1,3-dione with a mixture of molecular oxygen and H2O2 in subcritical water. This paper describes a simple, economic, environmentally benign,and general procedure that can be used for the synthesis of substituted isobenzofuran-1(3H)-ones and isobenzofuran-1,3-diones in only one step and without catalyst.
• Photobromination of indane: preparation of bromoindenones and ready access to benzo[c]fluorenone skeleton
  作者：Ahmet Tutar、Osman Cakmak、Metin Balci

  DOI：10.1016/s0040-4020(01)00978-4

  日期：2001.11

  1,1,3,3-Tetrabromoindane and 1,1,2,3,3-pentabromoindane were efficiently synthesized by photolytic bromination of indane. Subsequent dehydrobromination of them gave the corresponding tribromo- and tetrabromoindenes, which were easily converted to the corresponding bromoindenones by silver-supported hydrolysis. Thermolysis of 3-bromoindenone gave the benzo[c]fluorenone derivative.

  通过茚满的光解溴可有效合成1,1,3,3-四溴茚满和1,1,2,3,3-五溴茚满。随后将它们脱氢溴化，得到相应的三溴代和四溴代茚，它们很容易通过银负载的水解转化为相应的溴代茚满。3-溴茚满酮的热解得到苯并[ c ]芴酮衍生物。