(1S,2R,4S,5S)-5-Methoxy-bicyclo[2.2.1]heptan-2-ol | 85164-50-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1S,2R,4S,5S)-5-Methoxy-bicyclo[2.2.1]heptan-2-ol
• 英文别名: (1S,2R,4S,5S)-5-methoxybicyclo[2.2.1]heptan-2-ol
• CAS: 85164-50-7
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: HHLWVPNCAFOVLS-HSNKUXOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.79
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• 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

• 作为产物：
  描述：

  (1S,4S,5R)-5-Methoxy-bicyclo[2.2.1]heptan-2-one 在 盐酸 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 0.5h， 生成 (1S,2R,4S,5S)-5-Methoxy-bicyclo[2.2.1]heptan-2-ol
  参考文献：
  名称：

  Kirmse, Wolfgang; Siegfried, Rainer; Feldmann, Georg, Chemische Berichte, 1988, vol. 121, p. 477 - 484

  摘要：

  DOI：

文献信息

• Synthese und Hydrolyse von 6<i>endo</i>-substituierten<i>p</i>-Toluolsulfonsäure-[2<i>endo</i>-norbornyl]estern. Norbornanreihe, 9. Mitteilung
  作者：Cyril A. Grob、Bettina Günther、Reinhard Hanreich

  DOI：10.1002/hlca.19820650733

  日期：1982.11.3

  The Synthesis and Hydrolysis of 6endo-Substituted 2endo-Norbornyl p-Toluenesulfonates

  6种内取代2种内-降冰片基对甲苯磺酸酯的合成与水解
• Acid-Catalyzed Hydrolysis of Bridged Bi- and Tricyclic Compounds. XXXIII. Hydration of exo- and endo-5-Methoxy-2-norbornenes and 3-Methoxynortricyclane.
  作者：Martti Lajunen、Jouni Jantunen、Päivi Koiranen、B. C. Hauback、Ola Persson、Ruo-Hua Zhang、Kurt V. Mikkelsen、Alexander Senning

  DOI：10.3891/acta.chem.scand.52-0728

  日期：——

  The disappearance of exo- and endo-5-methoxy-2-norbornenes and 3-methoxynortricyclane in aqueous perchloric acid was followed by capillary GC at different temperatures and acid concentrations. The rate constants, activation parameters, solvent deuterium isotope effects, excess acidity plots and products accord with the rate-determining protonation of the double bond or the cyclopropane ring followed mainly by water attack on a methoxy-substituted 2-norbornyl cation (Ad(E)2 mechanism). The excess acidity plots were corrected according to a partial protonation of the ether oxygen atom. No significant cleavage of the ether linkage was observed.