1,2,3,4,10-pentachloro-1,4,4a,5,8,8a-hexahydro-9-hydroxy-endo,endo-1,4;5,8-dimethanonaphthalene | 175776-49-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2,3,4,10-pentachloro-1,4,4a,5,8,8a-hexahydro-9-hydroxy-endo,endo-1,4;5,8-dimethanonaphthalene
• CAS: 175776-49-5
• 化学式: C₁₂H₉Cl₅O
• 分子量: 346.468
• InChiKey: VDQZXJARGRQUIX-UNBDYFJPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,2,3,4,10-pentachloro-1,4,4a,5,8,8a-hexahydro-9-hydroxy-endo,endo-1,4;5,8-dimethanonaphthalene 在 硫酸 作用下， 以 二氯甲烷 、 xylene 为溶剂， 反应 264.0h， 生成 1,2,3,4,5,6,7,8,13-nonachloro-1,4,4a,5,8,8a,9,9a,10,10a-decahydro-11-hydroxy-12-oxo-endo,endo,exo,endo-1,4;5,8;9,10-trimethanoanthracene
  参考文献：
  名称：

  Chemistry of Isodrin Derivatives. The Syntheses of 11- and 12-Hydroxy-1,4,4a,9,9a,10-Hexahydro-Endo, Endo-1,4;9,10-Dimethano-Anthracenes

  摘要：

  AbstractThe titled compounds are synthesized through multi‐step sequences involving consecutive [n4s + n2s] cycloadditions of norbornadiene with two units of chlorinated cyclopentadiene. A dyotropic double hydrogen migration was observed between two closely located double bonds during the process of aromatization of a cyclohexadiene moiety. A hydroxyl group is introduced onto either of the two methylene bridges in order to provide products suitable for solvolytic analyses.

  DOI：

  10.1002/jccs.199600016
• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 、 硫酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 78.0h， 生成 1,2,3,4,10-pentachloro-1,4,4a,5,8,8a-hexahydro-9-hydroxy-endo,endo-1,4;5,8-dimethanonaphthalene
  参考文献：
  名称：

  Chemistry of Isodrin Derivatives. The Syntheses of 11- and 12-Hydroxy-1,4,4a,9,9a,10-Hexahydro-Endo, Endo-1,4;9,10-Dimethano-Anthracenes

  摘要：

  AbstractThe titled compounds are synthesized through multi‐step sequences involving consecutive [n4s + n2s] cycloadditions of norbornadiene with two units of chlorinated cyclopentadiene. A dyotropic double hydrogen migration was observed between two closely located double bonds during the process of aromatization of a cyclohexadiene moiety. A hydroxyl group is introduced onto either of the two methylene bridges in order to provide products suitable for solvolytic analyses.

  DOI：

  10.1002/jccs.199600016