1-(1-hydroxycyclohexyl)-5-nonanol | 156340-25-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-(1-hydroxycyclohexyl)-5-nonanol
• 英文别名: 1-(5-hydroxynonyl)cyclohexan-1-ol
• CAS: 156340-25-9
• 化学式: C₁₅H₃₀O₂
• 分子量: 242.402
• InChiKey: HNUUTVAPTGCIQX-UHFFFAOYSA-N

物化性质

• 沸点：
  344.2±10.0 °C(predicted)
• 密度：
  0.958±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  17.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(1-hydroxycyclohexyl)-5-nonanol 在 磷酸 作用下， 以 甲苯 为溶剂， 以60%的产率得到1-cyclohexyl-5-nonanone
  参考文献：
  名称：

  Intramolecular 1,6-hydride transfer in acyclic 1,6-diols: A mechanistic study

  摘要：

  The reaction of acyclic 1,6-diol 11a with 85% phosphoric acid at toluene reflux yields ketone 13a through an intramolecular 1,6-hydride transfer. This fact is proven by using a deuterated 1,6-diol (19), in which the corresponding 1,6-deuteride transfer occurs. A mechanistic proposal through a protonated oxepane (II) is formulated, which implies an actual 1,3-hydride transfer; this mechanism differs from the reported one in the literature for cyclic 1,6-diols, in which a real 1,6-hydride transfer takes place due to a proximity effect.

  DOI：

  10.1016/s0040-4020(01)85254-6
• 作为产物：
  描述：

  2-(4-氯丁基)-1,3-二氧戊环 在 盐酸 、 萘 、 lithium 作用下， 以 四氢呋喃 为溶剂， 生成 1-(1-hydroxycyclohexyl)-5-nonanol
  参考文献：
  名称：

  Intramolecular 1,6-hydride transfer in acyclic 1,6-diols: A mechanistic study

  摘要：

  The reaction of acyclic 1,6-diol 11a with 85% phosphoric acid at toluene reflux yields ketone 13a through an intramolecular 1,6-hydride transfer. This fact is proven by using a deuterated 1,6-diol (19), in which the corresponding 1,6-deuteride transfer occurs. A mechanistic proposal through a protonated oxepane (II) is formulated, which implies an actual 1,3-hydride transfer; this mechanism differs from the reported one in the literature for cyclic 1,6-diols, in which a real 1,6-hydride transfer takes place due to a proximity effect.

  DOI：

  10.1016/s0040-4020(01)85254-6

文献信息

• Gil Juan F., Ramon Diego J., Yus Miguel, Tetrahedron, 50 (1994) N 24, S 7307-7314
  作者：Gil Juan F., Ramon Diego J., Yus Miguel

  DOI：——

  日期：——