3,4-bis(3,7-dimethyloctyloxy)aniline | 913060-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,4-bis(3,7-dimethyloctyloxy)aniline
• 英文别名: 3,4-Bis(3,7-dimethyloctoxy)aniline；3,4-bis(3,7-dimethyloctoxy)aniline
• CAS: 913060-27-2
• 化学式: C₂₆H₄₇NO₂
• 分子量: 405.665
• InChiKey: AMFVSRXGHFZTIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  29
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-bis(3,7-dimethyloctyloxy)aniline 、 三醛基间苯三酚 以 乙醇 为溶剂， 反应 4.0h， 以60%的产率得到
  参考文献：
  名称：

  Tris(N-salicylideneanilines) [TSANs] exhibiting a room temperature columnar mesophase: synthesis and characterization

  摘要：

  Tris(N-salicylideneaniline) derivatives with peripheral branched alkyl chains, existing in their C-3h and C-s symmetric ketoenamine tautomeric forms, synthesized by condensing alkoxyanilines with 1,3,5-triformylphloroglucinol, display a technologically important columnar liquid crystal phase over a wide thermal interval (similar to 160 degrees C) well below and above room temperature, as established by optical and calorimetric studies. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.102
• 作为产物：
  描述：

  二甲基-1-辛醇 在 palladium on activated charcoal 硫酸 、 氢溴酸 、 氢气 、 硝酸 、 potassium carbonate 、 sodium nitrite 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 3,4-bis(3,7-dimethyloctyloxy)aniline
  参考文献：
  名称：

  Tris(N-salicylideneanilines) [TSANs] exhibiting a room temperature columnar mesophase: synthesis and characterization

  摘要：

  Tris(N-salicylideneaniline) derivatives with peripheral branched alkyl chains, existing in their C-3h and C-s symmetric ketoenamine tautomeric forms, synthesized by condensing alkoxyanilines with 1,3,5-triformylphloroglucinol, display a technologically important columnar liquid crystal phase over a wide thermal interval (similar to 160 degrees C) well below and above room temperature, as established by optical and calorimetric studies. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.102

文献信息

• A New Class of Discotic Mesogens Derived from Tris(<i>N</i>-salicylideneaniline)s Existing in <i>C</i>₃<i>_h</i> and <i>C</i><i>_s</i> Keto-Enamine Forms
  作者：Channabasaveshwar V. Yelamaggad、Ammathnadu S. Achalkumar、D. S. Shankar Rao、S. Krishna Prasad

  DOI：10.1021/jo0712650

  日期：2007.10.1

  Two series of a unique class of columnar liquid crystals derived from tris(N-salicylideneaniline)s [TSANs] in which the proton and the electron interact with each other through the H-bonding environment are reported. The synthesis is carried out by condensing 1,3,5-triformylphloroglucinol with the respective dialkoxyanilines or trialkoxyanilines. H-1 NMR and H-1-H-1 COSY NMR studies revealed their existence as an inseparable mixture of two keto-enamine tautomeric forms with C-3h and C-s rotational symmetries instead of the expected enol-imine form. The influence of the number of peripheral alkoxy tails on the columnar mesomorphic behavior is investigated by using polarizing optical microscopy, differential scanning calorimetry, and X-ray scattering. The fluid/glassy columnar states probed for a number of representative compounds confirmed the D-6h (hexagonal) or D-2h (rectangular) symmetry of the columns. The electronic absorption and emission characteristics of these compounds have been studied in both mesomorphic and solution states. Of special interest, the photoluminescence spectra of solution and fluid/ glassy two-dimensional structure evidently disclose the promising light generating capability of these new discotics systems.
• Tris(N-salicylideneanilines) [TSANs] exhibiting a room temperature columnar mesophase: synthesis and characterization
  作者：C.V. Yelamaggad、A.S. Achalkumar

  DOI：10.1016/j.tetlet.2006.07.102

  日期：2006.9

  Tris(N-salicylideneaniline) derivatives with peripheral branched alkyl chains, existing in their C-3h and C-s symmetric ketoenamine tautomeric forms, synthesized by condensing alkoxyanilines with 1,3,5-triformylphloroglucinol, display a technologically important columnar liquid crystal phase over a wide thermal interval (similar to 160 degrees C) well below and above room temperature, as established by optical and calorimetric studies. (c) 2006 Elsevier Ltd. All rights reserved.