2,3,7,8,12,13-Tricycloquinazolinehexol (9CI) | 148494-98-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,3,7,8,12,13-Tricycloquinazolinehexol (9CI)
• 英文别名: 2,3,7,8,12,13-hexahydroxytricycloquinazoline
• CAS: 148494-98-8
• 化学式: C₂₁H₁₂N₄O₆
• 分子量: 416.349
• InChiKey: ZHIDFOAKRGEPFL-UHFFFAOYSA-N

物化性质

• 沸点：
  977.5±75.0 °C(Predicted)
• 密度：
  2.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  31.0
• 可旋转键数：
  0.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  161.7
• 氢给体数：
  6.0
• 氢受体数：
  10.0

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  溴乙烷 、 2,3,7,8,12,13-Tricycloquinazolinehexol (9CI) 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 生成 4,5,12,13,20,21-Hexaethoxy-8,16,24,25-tetrazahexacyclo[15.7.1.02,7.09,25.010,15.018,23]pentacosa-1(24),2,4,6,8,10,12,14,16,18,20,22-dodecaene
  参考文献：
  名称：

  Hexaalkoxytricycloquinazolines: new discotic liquid crystals

  摘要：

  Tricycloquinazoline (TCQ), a molecule of both biological and physical interest, has been found to function as the core fragment for a new family of discotic mesogens, which have C3 symmetry and six aliphatic side chains. Six representative homologous 2,3,7,8,12,13-hexaalkoxy-TCQ derivatives 5 were synthesized, with alkyl side chain lengths varying from 3 to 16 carbon atoms. These highly fluorescent, heteroaromatic compounds are conveniently obtained by alkylation of hexahydroxy-TCQ, 10. The latter is prepared by trimerization of 5,6-dimethoxyanthranil, 8, followed by demethylation of the resultant hexamethoxy-TCQ, 9. All compounds, 5, are mesogenic within a very broad temperature range. The nature of these new mesophases was studied by DSC and by optical microscopy with polarized light and X-ray diffraction. DSC measurements show highly reversible behavior at both melting and clearing points, indicating high chemical stability. Photomicroscopic pictures show mosaic textures, characteristic of an ordered hexagonal, columnar phase (D(ho)), that are very similar to those we reported earlier for hexakis(thioalkoxy)-TCQ derivatives 4. The diffraction spacings of two representative compounds (having 5 and 11 carbon atoms in the side chain) in the mesophase are consistent with a two-dimensional hexagonal lattice having unit cell sides of a = 21.2 and 28.7 angstrom, respectively, and containing one molecule per unit cell.

  DOI：

  10.1021/jo00067a013
• 作为产物：
  描述：

  2,3,7,8,12,13-hexamethoxytricycloquinazoline 在 盐酸 作用下， 以 吡啶 为溶剂， 生成 2,3,7,8,12,13-Tricycloquinazolinehexol (9CI)
  参考文献：
  名称：

  A nanophase segregated mesophase morphology in self-organized novel disc–rod oligomesogens

  摘要：

  首次在新型链接盘ârod 寡聚异构体中观察到了具有交替菖蒲层和盘状层的纳米相分离分层相（SmA），该分层相含有六个氰基联苯分子，通过柔性烷基间隔径向连接到中央三环喹唑啉盘状杂芳香族核心。

  DOI：

  10.1039/b911383e