anti,anti-cis-1,5-dimethylbicyclo<3.3.0>octane-3,7-diol | 109308-69-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: anti,anti-cis-1,5-dimethylbicyclo<3.3.0>octane-3,7-diol
• 英文别名: (exo,exo)1,5-Dimethylbicyclo<3.3.0>octan-3,7-diol；1,5-dimethyl-bicyclo[3.3.0]octan-3,7-diol
• CAS: 109308-69-2
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: ZMPDUOMWOOBWIO-YNFQOJQRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.31
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• 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

• 作为产物：
  描述：

  3a,6a-dimethyl-1,3,4,6-tetrahydropentalene-2,5-dione 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 syn,anti-cis-1,5-dimethylbicyclo<3.3.0>octane-3,7-diol 、 anti,anti-cis-1,5-dimethylbicyclo<3.3.0>octane-3,7-diol 、 syn,syn-cis-1,5-dimethylbicyclo<3.3.0>octane-3,7-diol
  参考文献：
  名称：

  Quast, Helmut; Herkert, Thomas; Klaubert, Christian A., Liebigs Annalen der Chemie, 1987, p. 965 - 970

  摘要：

  DOI：

文献信息

• Askani; Kirsten; Dugall, Tetrahedron, 1981, vol. 37, # 25, p. 4437 - 4444
  作者：Askani、Kirsten、Dugall

  DOI：——

  日期：——
• Intramolecular hydrogen bonding and conformational behavior in bicyclo[3.3.0]octane-related and tricyclic propellanediols: a spectroscopic and computational study
  作者：Mahesh S. Khot、Douglas A. Smith、Garnett R. McMillan、Chaim N. Sukenik

  DOI：10.1021/jo00040a015

  日期：1992.7

  The conformational flexibility and the intramolecular hydrogen bonding of a series of [n.3.3]propellanediols (and related model compounds) was explored. Evidence was obtained from an analysis of NMR coupling constants for solvent-dependent conformational changes related to intramolecular hydrogen bond formation. Gas-phase IR spectroscopy allowed direct observation of both hydrogen bonded and non-hydrogen bonded OH stretching. Molecular mechanics calculations helped identify the key structural features of these molecules. The calculated structures confirmed the possibility of the formation of excellent intramolecular hydrogen bonds (nearly linear, with oxygen-oxygen distances of about 2.8 angstrom) and allowed an assessment of the basis for the balance of conformations available to the bicyclo[3.3.0]octyl portion of the molecule as a function of the structure of the third propellane ring.