1-溴-1-(1-溴环己基)环己烷 | 112928-28-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 中文名称: 1-溴-1-(1-溴环己基)环己烷
• 英文名称: 1,1'-Dibromo-1,1'-bicyclohexane
• 英文别名: 1,1'-dibromo-bicyclohexyl；1,1'-Dibrom-bicyclohexyl；1,1'-Dibromo-1,1'-bi(cyclohexane)；1-bromo-1-(1-bromocyclohexyl)cyclohexane
• CAS: 112928-28-6
• 化学式: C₁₂H₂₀Br₂
• 分子量: 324.099
• InChiKey: ZPAMCRQKFVUWBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-溴-1-(1-溴环己基)环己烷 在 溶剂黄146 、 锌 作用下， 生成 环己亚基环己烷
  参考文献：
  名称：

  Criegee; Vogel; Hoeger, Chemische Berichte, 1952, vol. 85, p. 144,145

  摘要：

  DOI：
• 作为产物：
  描述：

  环己酮 在 氢溴酸 、 氢化铝 作用下， 生成 1-溴-1-(1-溴环己基)环己烷
  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

文献信息

• Laber, Justus Liebigs Annalen der Chemie, 1954, vol. 588, p. 79,83
  作者：Laber

  DOI：——

  日期：——
• PAREDES, SALIDO F.;SASTRE, L., AFINIDAD, 44,(1987) N 409, 269-272
  作者：PAREDES, SALIDO F.、SASTRE, L.

  DOI：——

  日期：——
• Criegee; Vogel; Hoeger, Chemische Berichte, 1952, vol. 85, p. 144,145
  作者：Criegee、Vogel、Hoeger

  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.