3,7-dimethylbicyclo[3.3.0]octane-endo-3,endo-7-diol | 1246213-18-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,7-dimethylbicyclo[3.3.0]octane-endo-3,endo-7-diol
• CAS: 1246213-18-2
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: VTHGTPHJVWKAJD-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：

  1,3,3a,4,6,6a-hexahydropentalene-2,5-dione 、 甲基氯化镁 以 四氢呋喃 为溶剂， 以61%的产率得到3,7-dimethylbicyclo[3.3.0]octane-endo-3,endo-7-diol
  参考文献：
  名称：

  The Design of “Awkward” Molecules Expected to Yield Multiple Crystal Forms

  摘要：

  The very simple alicyclic compounds 3,7-dimethylbicyclo[3.3.0]octane-endo-3,endo-7-diol 3 and 2,6-dimethylbicyclo[3.3.0]octone-endo-2,endo-6-diol 5 were selected for study in the knowledge that these are awkwardly shaped molecules that are likely to pack in the solid state with some difficulty. The design philosophy behind the choice of these particular test molecules is explained. We expected that these isomeric diols would probably yield more than one crystal form if crystallized from a range of different solvents. Dialcohol 3 was found to give three (benzene clathrate, hemihydrate, and hydrate), and dialcohol 5 to give two (racemic and kryptoracemate/false conglomerate), crystal forms. The X-ray structures of these live very different crystalline solids (formed by two very similar model compounds) are described and contrasted. Our findings demonstrate that awkward molecules can be identified and indicate that the formation of alternative crystal forms is likely to be a comparatively frequent occurrence under ambient conditions.

  DOI：

  10.1021/cg100883s