C(2)-Bismethanotwistan-8,12-dion | 75500-91-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: C(2)-Bismethanotwistan-8,12-dion
• 英文别名: pentacyclo[6.4.0.02,6.03,10.05,9]dodecane-4,7-dione
• CAS: 75500-91-3
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: QSWZUNSLAIYCSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  C(2)-Bismethanotwistan-8,12-dion 、 二溴甲烷 以83%的产率得到
  参考文献：
  名称：

  HIRAO KEN-ICHI; YONEMITSU OSAMU, J. CHEM. SOC. CHEM. COMMUN., 1980, NO 10, 423-424

  摘要：

  DOI：
• 作为产物：
  描述：

  7-Hydroxypentacyclo[6.4.0.02,6.03,10.05,9]dodecan-4-one 以100%的产率得到
  参考文献：
  名称：

  HIRAO KEN-ICHI; YONEMITSU OSAMU, J. CHEM. SOC. CHEM. COMMUN., 1980, NO 10, 423-424

  摘要：

  DOI：

文献信息

• Molecular Solids Formed by the Self-Organisation of Dialcohols into Hydrogen-Bonded Ladders
  作者：Vi T. Nguyen、Paul D. Ahn、Roger Bishop、Marcia L. Scudder、Donald C. Craig

  DOI：10.1002/1099-0690(200112)2001:23<4489::aid-ejoc4489>3.0.co;2-z

  日期：2001.12

  The ability of certain dialcohols to form solid-state structures containing unidirectional hydrogen-bonded ladders has been investigated. Two double-stranded structures, staircase-ladders and step-ladders, have been identified. In each, dialcohol molecules are hydrogen-bonded into linear strands with two parallel strands cross-linked through additional hydrogen bonding. Staircase-ladders are made up of (O-H)(n) chains of hydrogen bonds, with the molecules in the two strands out of phase with each other. Step-ladders are formed from (O-H)(4) cycles of hydrogen bonds, with the molecules of the two strands in phase. Sixteen examples of staircase-ladder structures and twelve cases of step-ladder structures were identified by use of the Cambridge Structural Database. A further three examples, all shown to be staircase- ladders by single-crystal X-ray analysis, were synthesised. Distinct structural preferences in ladder formation can be identified. Nearly all staircase-ladders contain only one type of enantiomer, with the dialcohol building blocks arranged around a twofold screw axis. This type of ladder is thus favoured for enantiomerically pure compounds. The preferred step-ladder construction contains (+)-enantiomers in one strand and (-)-enantiomers in the other, giving two repeating centres of symmetry along the ladder axis. There are, however, many exceptions to this norm. These two ladder types are compared with each other and with those formed by organic molecules containing other hydrogen-bonding functionalities.