21-[3-(21-Hydroxyhenicos-1-ynyl)phenyl]henicos-20-yn-1-ol | 292632-72-5

• 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: 21-[3-(21-Hydroxyhenicos-1-ynyl)phenyl]henicos-20-yn-1-ol
• 英文别名: 21-[3-(21-hydroxyhenicos-1-ynyl)phenyl]henicos-20-yn-1-ol
• CAS: 292632-72-5
• 化学式: C₄₈H₈₂O₂
• 分子量: 691.178
• InChiKey: HKNSEQGVEJWEJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.5
• 重原子数：
  50
• 可旋转键数：
  38
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  21-[3-(21-Hydroxyhenicos-1-ynyl)phenyl]henicos-20-yn-1-ol 在 咪唑 、 正丁基锂 、 四丁基氟化铵 、 溴 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 22.0h， 生成 1,3-Bis(tricosa-1,22-diynyl)benzene
  参考文献：
  名称：

  Crystalline Self-Assembly into Monolayers of Folded Oligomers at the Air-Water Interface

  摘要：

  Insertion of the 1,3-bis(ethynylene)benzene unit as a rigid spacer into a linear alkyl chain, thus separating the two resulting stems by 9 A. induces chain folding at the air-water interface. These folded molecules self-assemble into crystalline monolayers at this interface, with the plane of the folding unit almost perpendicular to the water surface, as determined by synchrotron grazing-incidence X-ray diffraction. Three distinct molecular shapes, of the types U, inverted U, and M, were obtained in the two-dimensional crystalline state, depending upon the number of spacer units, and the number and position of the hydrophilic groups in the molecule. The molecules form ribbons with a higher crystal coherence in the direction of stacking between the molecular ribbons, and a lower coherence along the ribbon direction. A similar molecule, but with a spacer unit that imposes a 5 A separation between alkyl chains, yields the conventional herringbone arrangement.

  DOI：

  10.1002/1521-3765(20000616)6:12<2173::aid-chem2173>3.0.co;2-e
• 作为产物：
  描述：

  1,3-二碘苯 在 bis-triphenylphosphine-palladium(II) chloride 哌啶 、 copper(l) iodide 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 17.0h， 生成 21-[3-(21-Hydroxyhenicos-1-ynyl)phenyl]henicos-20-yn-1-ol
  参考文献：
  名称：

  Crystalline Self-Assembly into Monolayers of Folded Oligomers at the Air-Water Interface

  摘要：

  Insertion of the 1,3-bis(ethynylene)benzene unit as a rigid spacer into a linear alkyl chain, thus separating the two resulting stems by 9 A. induces chain folding at the air-water interface. These folded molecules self-assemble into crystalline monolayers at this interface, with the plane of the folding unit almost perpendicular to the water surface, as determined by synchrotron grazing-incidence X-ray diffraction. Three distinct molecular shapes, of the types U, inverted U, and M, were obtained in the two-dimensional crystalline state, depending upon the number of spacer units, and the number and position of the hydrophilic groups in the molecule. The molecules form ribbons with a higher crystal coherence in the direction of stacking between the molecular ribbons, and a lower coherence along the ribbon direction. A similar molecule, but with a spacer unit that imposes a 5 A separation between alkyl chains, yields the conventional herringbone arrangement.

  DOI：

  10.1002/1521-3765(20000616)6:12<2173::aid-chem2173>3.0.co;2-e

文献信息

• Crystalline Self-Assembly into Monolayers of Folded Oligomers at the Air-Water Interface
  作者：Kay Lederer、Adelheid Godt、Paul B. Howes、Kristian Kjaer、Jens Als-Nielsen、Meir Lahav、Gerhard Wegner、Leslie Leiserowitz、Isabelle Weissbuch

  DOI：10.1002/1521-3765(20000616)6:12<2173::aid-chem2173>3.0.co;2-e

  日期：2000.6.16

  Insertion of the 1,3-bis(ethynylene)benzene unit as a rigid spacer into a linear alkyl chain, thus separating the two resulting stems by 9 A. induces chain folding at the air-water interface. These folded molecules self-assemble into crystalline monolayers at this interface, with the plane of the folding unit almost perpendicular to the water surface, as determined by synchrotron grazing-incidence X-ray diffraction. Three distinct molecular shapes, of the types U, inverted U, and M, were obtained in the two-dimensional crystalline state, depending upon the number of spacer units, and the number and position of the hydrophilic groups in the molecule. The molecules form ribbons with a higher crystal coherence in the direction of stacking between the molecular ribbons, and a lower coherence along the ribbon direction. A similar molecule, but with a spacer unit that imposes a 5 A separation between alkyl chains, yields the conventional herringbone arrangement.