3-[3,4,5-tris(dodecyl-1-oxy)phenyl]propan-1-ol | 883196-26-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-[3,4,5-tris(dodecyl-1-oxy)phenyl]propan-1-ol
• 英文别名: 3-(3,4,5-tridodecoxyphenyl)propan-1-ol
• CAS: 883196-26-7
• 化学式: C₄₅H₈₄O₄
• 分子量: 689.16
• InChiKey: DHTRSBIUJYKMFR-UHFFFAOYSA-N

物化性质

• 沸点：
  725.9±55.0 °C(Predicted)
• 密度：
  1.00 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  14.51
• 重原子数：
  49.0
• 可旋转键数：
  39.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-[3,4,5-tris(dodecyl-1-oxy)phenyl]propan-1-ol 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 3-[3,4,5-tris(dodecyl-1-oxy)phenyl]propyl bromide
  参考文献：
  名称：

  树枝状苝双酰亚胺自组装成复杂螺旋柱

  摘要：

  苝 3,4:9,10-四羧酸双酰亚胺 (PBI) 的合成与第一代树枝状化合物在酰亚胺基团和树枝状化合物之间含有 0 到 4 个亚甲基单元 (m)，(3,4,5)12G1-报告了 m-PBI。通过 DSC、X 射线衍射、分子建模和固态 (1)H NMR 对其自组织阵列的结构分析是在加热和冷却速率为 20 至 0.2 °C/min 的定向样品上进行的。在高温下，(3,4,5)12G1-m-PBI 自组装成柱内有序的二维六边形柱状相。在低温下，它们形成具有 3D 周期性的正交 (m = 0, 2, 3, 4) 和单斜 (m = 1) 柱状阵列。正交相具有接近六边形的对称性。对于 m = 0, 2, 3, 4 ，它们由四聚体作为基本单元组成。四聚体包含一对并排排列的两个分子，另一对位于柱的下一层，倒置并围绕柱轴以不同角度旋转以用于不同的 m。相反，对于 m = 1，每个层中只有一个分子，具有四层 2(1)

  DOI：

  10.1021/ja204366b
• 作为产物：
  描述：

  3,4,5-三(苯甲氧基)苯甲醛 在 palladium on activated charcoal 吗啉 、 lithium aluminium tetrahydride 、 氢气 、 potassium carbonate 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成 3-[3,4,5-tris(dodecyl-1-oxy)phenyl]propan-1-ol
  参考文献：
  名称：

  Synthesis and Retrostructural Analysis of Libraries of AB₃ and Constitutional Isomeric AB₂ Phenylpropyl Ether-Based Supramolecular Dendrimers

  摘要：

  We report the synthesis of methyl esters of 3-(4-hydroxyphenyl)propionic, 3-(3,4-dihydroxyphenyl)propionic, 3-(3,5-dihydroxyphenyl)propionic, and 3-(3,4,5-trihydroxyphenyl)propionic acids and their use in a convergent iterative strategy to prepare up to four generations of three libraries, one of 3,4,5- and two of constitutional isomeric 3,4- and 35-substituted 3-phenylpropyl dendrons. Each library contains 3-[3,4,5-tris(dodecyl-1-oxy)phenyl]propyl-, 3-[3,4-bis(dodecyl-1-oxy)phenyl]propyl-, 3,4-bis[3-(4-dodecyl-1-oxyphenyl)propyl-1-oxy]phenyl-1-propyl-, and 3-13,4,5-tris[3-(4-dodecyl-1-oxyphenyl)propyl-1-oxy]phenyllpropyI ether first-generation clendrons on their periphery and -CO2CH3, -COOH, and -CH2OH groups at their apex. Regardless of their generation number and their periphery, internal, and apex structures, these dendrons self-assemble into supramolecular dendrimers that self-organize into all periodic and quasi-periodic assemblies encountered previously and in several unencountered with architecturally related benzyl ether-based supramolecular dendrimers. A variety of porous columnar lattices that were previously obtained only from clendritic dipepticles and hollow supramolecular spheres were also discovered from these building blocks. The more flexible and less compact 3-phenylpropyl ether repeat units are stable under acidic conditions, facilitate a simpler synthetic strategy, provide faster dynamics of self-assembly into higher-order supramolecular structures of larger dimensions, exhibit lower transition temperatures than the corresponding benzyl ether homologues, and demonstrate the generality of the self-assembly concept based on amphiphilic dendrons.

  DOI：

  10.1021/ja060062a