[(1R,2R)-2-ethylcyclopentyl]methanol | 36258-08-9

• 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: [(1R,2R)-2-ethylcyclopentyl]methanol
• CAS: 36258-08-9
• 化学式: C₈H₁₆O
• 分子量: 128.214
• InChiKey: RMUDBYVEBKXLKI-SFYZADRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [(1R,2R)-2-ethylcyclopentyl]methanol 、 2,4-二硝基苯肼 生成
  参考文献：
  名称：

  Moore,B.P.; Brown,W.V., Australian Journal of Chemistry, 1972, vol. 25, p. 591 - 598

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙基-1-羟基环戊烷-1-腈 在 lithium aluminium tetrahydride 、 氢气 作用下， 以 乙醚 为溶剂， 生成 [(1R,2R)-2-ethylcyclopentyl]methanol
  参考文献：
  名称：

  Moore,B.P.; Brown,W.V., Australian Journal of Chemistry, 1972, vol. 25, p. 591 - 598

  摘要：

  DOI：

文献信息

• Stereochemistry of metal-halogen exchange-initiated intramolecular conjugate addition reactions in the construction of 5-membered carbocycles
  作者：Manning P. Cooke

  DOI：10.1021/jo00031a031

  日期：1992.2

  The stereochemistry of some lithium-iodine exchange-initiated cyclization reactions of model omega-iodo, gamma-substituted activated olefins has been studied. The stereoselectivities of these anionic cyclization reactions have been found to be a function of the olefin activator employed, reaction conditions, Michael acceptor olefin geometry, the nature of the gamma-substituent, and, in some cases, the presence of additives. Cyclization reactions of iodides possessing E olefin geometry give a moderate preference for trans cyclopentane formation while Z olefin geometry leads to extremely high (> 300:1) trans product selectivity. Cyclization reactions of E olefins under radical conditions were found to be slightly more trans-selective than those observed under anionic conditions although Z olefin geometry again promotes very high trans product selectivity. The presence of the allylic methoxyl group in (E)-7d leads to cis selectivity under both anionic and radical conditions. Intramolecular complexation involving the reactive carbon center and the methoxyl group is suggested in both modes as a possible explanation for this cis product selectivity.
• Moore,B.P.; Brown,W.V., Australian Journal of Chemistry, 1972, vol. 25, p. 591 - 598
  作者：Moore,B.P.、Brown,W.V.

  DOI：——

  日期：——