1-((1S,2R)-2-Methoxymethyl-cyclohexyl)-propan-2-ol | 138043-05-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-((1S,2R)-2-Methoxymethyl-cyclohexyl)-propan-2-ol
• CAS: 138043-05-7
• 化学式: C₁₁H₂₂O₂
• 分子量: 186.294
• InChiKey: ZGWFEIOKPHIYBA-DVRYWGNFSA-N

物化性质

• 沸点：
  249.9±8.0 °C(Predicted)
• 密度：
  0.920±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  13.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-((1S,2R)-2-Methoxymethyl-cyclohexyl)-propan-2-ol 在 吡啶 、 对甲苯磺酰氯 作用下， 反应 90.0h， 生成 (3S,4aR,8aS)-3-methyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isochromene 、 (3R,4aR,8aS)-3-methyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isochromene
  参考文献：
  名称：

  Synthesis of 3-substituted trans-2-oxadecalins and 1-substituted trans-2-oxahydrindanes

  摘要：

  A study was carried out of the intramolecular cyclization of trans-1-methoxy-methyl-2-(1-hydroxyalkyl)cyclohexanes and trans-1-methoxymethyl-2-(2-hydroxy-alkyl) cyclohexanes by the action of acid chlorides of phosphorous, sulfurous and p-toluenesulfonic acids with the formation of 1-substituted trans-2-oxa-hydrindanes in low yields and 3-substituted trans-2-oxadecalins in high yields. A relationship has been established between the yields of the cyclization products and the nature of the halogenating agent. The cyclization does not proceed via an intermediate oxonium ion, but by means of an intermolecular electronic transition.

  DOI：

  10.1007/bf01172270
• 作为产物：
  描述：

  (2-氯-环己基甲基)-甲基醚 在 吡啶 、 magnesium 、 对甲苯磺酰氯 、 碘甲烷 作用下， 反应 3.0h， 生成 1-((1S,2R)-2-Methoxymethyl-cyclohexyl)-propan-2-ol
  参考文献：
  名称：

  Synthesis of 3-substituted trans-2-oxadecalins and 1-substituted trans-2-oxahydrindanes

  摘要：

  A study was carried out of the intramolecular cyclization of trans-1-methoxy-methyl-2-(1-hydroxyalkyl)cyclohexanes and trans-1-methoxymethyl-2-(2-hydroxy-alkyl) cyclohexanes by the action of acid chlorides of phosphorous, sulfurous and p-toluenesulfonic acids with the formation of 1-substituted trans-2-oxa-hydrindanes in low yields and 3-substituted trans-2-oxadecalins in high yields. A relationship has been established between the yields of the cyclization products and the nature of the halogenating agent. The cyclization does not proceed via an intermediate oxonium ion, but by means of an intermolecular electronic transition.

  DOI：

  10.1007/bf01172270