(1R,2S,3R,4S,5R,6S)-2,3,5,6-tetrabromobicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride | 368427-98-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,2S,3R,4S,5R,6S)-2,3,5,6-tetrabromobicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride
• 英文别名: meso-2-exo,3-exo,5-exo,6-exo-tetrabromobicyclo[2.2.1]heptane-2-endo,3-endo-dicarboxylic anhydride；(1R,2S,6R,7S,8R,9S)-2,6,8,9-tetrabromo-4-oxatricyclo[5.2.1.02,6]decane-3,5-dione
• CAS: 368427-98-9
• 化学式: C₉H₆Br₄O₃
• 分子量: 481.761
• InChiKey: OCWCJYVPEOSYNT-QQDQYDTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,2S,3R,4S,5R,6S)-2,3,5,6-tetrabromobicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride 以 丙酮 为溶剂， 反应 336.0h， 以100%的产率得到(1R,4S,5S,6R)-5,6-dibromobicyclo[2.2.1]hept-2-ene-2,3-dicarboxylic acid
  参考文献：
  名称：

  摘要：

  Simple bromination of olefins almost invariably yields the trans-1,2-dibromo-product, and in many cases the corresponding cis-product is an unknown compound. Approaches towards a reagent which will generally, mildly and stereospecifically cis-brominate olefins are now discussed.

  DOI：

  10.1071/ch01016
• 作为产物：
  描述：

  (1R,2S,3R,4S)-2,3-dibromobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride 在 溴 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以97%的产率得到(1R,2S,3R,4S,5R,6S)-2,3,5,6-tetrabromobicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride
  参考文献：
  名称：

  摘要：

  Simple bromination of olefins almost invariably yields the trans-1,2-dibromo-product, and in many cases the corresponding cis-product is an unknown compound. Approaches towards a reagent which will generally, mildly and stereospecifically cis-brominate olefins are now discussed.

  DOI：

  10.1071/ch01016

文献信息

• ——
  作者：Raymond M. Carman、Roger P. C. Derbyshire、Karl A. Hansford、Renu Kadirvelraj、Ward T. Robinson

  DOI：10.1071/ch01016

  日期：——

  Simple bromination of olefins almost invariably yields the trans-1,2-dibromo-product, and in many cases the corresponding cis-product is an unknown compound. Approaches towards a reagent which will generally, mildly and stereospecifically cis-brominate olefins are now discussed.