Cyclopentylcycloheptan-1.1'-diol | 943-96-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Cyclopentylcycloheptan-1.1'-diol
• 英文别名: 1-(1-hydroxy-cyclopentyl)-cycloheptanol；1-(1-Hydroxycyclopentyl)cycloheptan-1-ol
• CAS: 943-96-4
• 化学式: C₁₂H₂₂O₂
• 分子量: 198.305
• InChiKey: DLTGXIRCWQWDGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Cyclopentylcycloheptan-1.1'-diol 在 三氟化硼乙醚 、 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以100%的产率得到1-spiro-<5,6>dodecanone
  参考文献：
  名称：

  Study of I-Strain Relief in the Intermediate When Forming Spiro Ketones from Unsymmetrical Cycloalkylidenecycloalkanes, Their Dibromides, and Their Pinacols

  摘要：

  Three unsymmetrical intercyclic olefins, their dibromides, and their pinacols were prepared, each so the two carbons involved at the functional group were part of a different sized ring. The pinacols were reacted with 25% sulfuric acid and with boron trifluoride etherate, the dibromides with silver nitrate,and the olefins with mercuric acetate and with trifluoroperacetic acid. The predominant spiro ketone found in each product mixture was used to determine which carbon, and hence which size ring, could better undergo the sp(3) to sp(2) or the sp(2) to sp(3) transition. The findings were consistent with Brown's observations on ring strain.

  DOI：

  10.1021/jo00081a030
• 作为产物：
  描述：

  环戊酮 、 环庚酮 在 amalgamated magnesium 、 四氯化钛 作用下， 生成 Cyclopentylcycloheptan-1.1'-diol
  参考文献：
  名称：

  Isabelle,M.E. et al., Canadian Journal of Chemistry, 1977, vol. 55, p. 3268 - 3272

  摘要：

  DOI：

文献信息

• Criegee et al., Justus Liebigs Annalen der Chemie, 1956, vol. 599, p. 81,93
  作者：Criegee et al.

  DOI：——

  日期：——
• ISABELLE M. E.; LAKE D. H.; WIGHTMAN R. H., CAN. J. CHEM., 1977, 55, NO
  作者：ISABELLE M. E.、 LAKE D. H.、 WIGHTMAN R. H.

  DOI：——

  日期：——
• Isabelle,M.E. et al., Canadian Journal of Chemistry, 1977, vol. 55, p. 3268 - 3272
  作者：Isabelle,M.E. et al.

  DOI：——

  日期：——
• Study of I-Strain Relief in the Intermediate When Forming Spiro Ketones from Unsymmetrical Cycloalkylidenecycloalkanes, Their Dibromides, and Their Pinacols
  作者：Richard D. Sands

  DOI：10.1021/jo00081a030

  日期：1994.1

  Three unsymmetrical intercyclic olefins, their dibromides, and their pinacols were prepared, each so the two carbons involved at the functional group were part of a different sized ring. The pinacols were reacted with 25% sulfuric acid and with boron trifluoride etherate, the dibromides with silver nitrate,and the olefins with mercuric acetate and with trifluoroperacetic acid. The predominant spiro ketone found in each product mixture was used to determine which carbon, and hence which size ring, could better undergo the sp(3) to sp(2) or the sp(2) to sp(3) transition. The findings were consistent with Brown's observations on ring strain.