2-methyl-4-(6-(octyloxy)naphthalen-2-yl)but-3-yn-2-ol | 889215-07-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methyl-4-(6-(octyloxy)naphthalen-2-yl)but-3-yn-2-ol
• 英文别名: 4-(6-octyloxynaphthalen-2-yl)-2-methylbut-3-yn-2-ol
• CAS: 889215-07-0
• 化学式: C₂₃H₃₀O₂
• 分子量: 338.49
• InChiKey: KDRSVEGIKIOGQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-methyl-4-(6-(octyloxy)naphthalen-2-yl)but-3-yn-2-ol 在 氢氧化钾 作用下， 以 异丙醇 为溶剂， 以81%的产率得到2-ethynyl-6-(octyloxy)naphthalene
  参考文献：
  名称：

  Synthesis and Mesomorphic Behavior of NewN-Heterotolane Liquid Crystals Containing a Naphthyl-Pyridyl Framework

  摘要：

  合成了一系列新的 N-杂芳烃同系物，使用了两种由铜和钯/铜介导的交叉偶联反应。最终化合物具有通过乙炔基连接的萘基-吡啶框架。描述了物理化学性质的评估。所有化合物均表现出倾斜A相介晶体。

  DOI：

  10.1055/s-2006-926384
• 作为产物：
  描述：

  6-溴-2-萘酚 在 bis-triphenylphosphine-palladium(II) chloride 氢氧化钾 、 copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 2-methyl-4-(6-(octyloxy)naphthalen-2-yl)but-3-yn-2-ol
  参考文献：
  名称：

  Synthesis and Mesomorphic Behavior of NewN-Heterotolane Liquid Crystals Containing a Naphthyl-Pyridyl Framework

  摘要：

  合成了一系列新的 N-杂芳烃同系物，使用了两种由铜和钯/铜介导的交叉偶联反应。最终化合物具有通过乙炔基连接的萘基-吡啶框架。描述了物理化学性质的评估。所有化合物均表现出倾斜A相介晶体。

  DOI：

  10.1055/s-2006-926384

文献信息

• 3,5-Disubstituted Isoxazolines as Potential Molecular Kits for Liquid-Crystalline Materials
  作者：Aline Tavares、Paulo H. Schneider、Aloir A. Merlo

  DOI：10.1002/ejoc.200801026

  日期：2009.2

  A collection of 3,5-disubstituted isoxazolines have been synthesized by 1,3-dipolar [3+2] cycloaddition reactions. Some isoxazolines were selected and transformed into liquid crystals. These new liquid crystals exhibit nematic and smectic C mesophases. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  已通过 1,3-偶极 [3+2] 环加成反应合成了一组 3,5-二取代异恶唑啉。一些异恶唑啉被选择并转化为液晶。这些新的液晶表现出向列和近晶 C 中间相。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Time-Dependent Solid-State Polymorphism of a Series of Donor–Acceptor Dyads
  作者：Cameron Peebles、Paul M. Alvey、Vincent Lynch、Brent L. Iverson

  DOI：10.1021/cg401522v

  日期：2014.1.2

  In order to exploit the use of favorable electrostatic interactions between aromatic units in directing the assembly of donor acceptor (D-A) dyads, the present work examines the ability of conjugated aromatic D-A dyads with symmetric side chains to exhibit solid-state polymorphism as a function of time during the solid formation process. Four such dyads were synthesized, and their packing in the solid state from either slower (10-20 days) or faster (1-2 days) evaporation from solvent was investigated using single crystal X-ray analysis and powder X-ray diffraction. Two of the dyads exhibited tail-to-tail (A-A)packing upon slower evaporation from solvent and head-to-tail (D-A) packing upon faster evaporation from solvent. A combination of single-crystal analysis and XRD patterns were used to create models, wherein a packing model for the other two dyads is proposed. Ourfindings suggest that while side chain interactions in asymmetric aromatic dyads can play an important role in enforcing segregated D-A dyad assembly, slowly evaporating symmetrically substituted aromatic dyads allows for favorable electrostatic interactions between the aromatic moieties to facilitate the organization of the dyads in the solid state.