1,2,3,4,5,6,7,8,12-nonachloro-1,2,3,4,4a,9,9a,10-octahydro-11-tetrahydropyranyloxy-endo,endo-1,4;9,10-dimethanoanthracene | 159465-73-3

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1,2,3,4,5,6,7,8,12-nonachloro-1,2,3,4,4a,9,9a,10-octahydro-11-tetrahydropyranyloxy-endo,endo-1,4;9,10-dimethanoanthracene
• CAS: 159465-73-3
• 化学式: C₂₁H₁₇Cl₉O₂
• 分子量: 620.442
• InChiKey: OBIPNWQJHHHDFW-DFTGJOGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.44
• 重原子数：
  32.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,2,3,4,5,6,7,8,12-nonachloro-1,2,3,4,4a,9,9a,10-octahydro-11-tetrahydropyranyloxy-endo,endo-1,4;9,10-dimethanoanthracene 在 吡啶 、 盐酸 、 sodium 、 叔丁醇 作用下， 以 四氢呋喃 为溶剂， 反应 15.02h， 生成 11-(3,5-dinitrobenzoyloxy)-1,4,4a,9,9a,10-hexahydro-endo,endo-1,4;9,10-dimethanoanthracene
  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：

  3,4-二氢-2H-吡喃 、 1,2,3,4,5,6,7,8,12-nonachloro-1,2,3,4,4a,9,9a,10-octahydro-11-hydroxy-endo,endo-1,4;9,10-dimethanoanthracene 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 以83%的产率得到1,2,3,4,5,6,7,8,12-nonachloro-1,2,3,4,4a,9,9a,10-octahydro-11-tetrahydropyranyloxy-endo,endo-1,4;9,10-dimethanoanthracene
  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