4,4'-di-n-decyloxyazobenzene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4,4'-di-n-decyloxyazobenzene
• 化学式: C₃₂H₅₀N₂O₂
• 分子量: 494.761
• InChiKey: RMDYVMMKVNCWJF-JEIPZWNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.14
• 重原子数：
  36.0
• 可旋转键数：
  22.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  43.18
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 以 四氢呋喃 为溶剂， 反应 3.0h， 以13.3%的产率得到4,4'-di-n-decyloxyazobenzene
  参考文献：
  名称：

  Aryliminodimagnesium Reagents. XV. Condensation with Nitrobenzene. Formation of Unsymmetrical Azobenzenes Favored by Long-Chainp-Alkoxy-Substituted Reagents

  摘要：

  在p-MeC6H4N(MgBr)2与p-烷氧基硝基苯的反应中，烷氧基链长对偶氮和氧化偶氮产物的相对产率没有影响。相反，在p-烷氧基-C6H4N(MgBr)2与p-硝基甲苯的反应中，C12和C18烷氧基链导致相应的非对称偶氮苯以出乎意料的高产率生成。这一结果源于高效的缩合与脱氧过程，其解释涉及通过长链的新颖束缚效应辅助的分子聚集，分子间的协同作用。

  DOI：

  10.1246/bcsj.62.915

文献信息

• Molecular Mechanism of Anomalous Increase in the Helical Pitch of Cholesteric Liquid Crystals Induced by Achiral Dopants
  作者：Masatoshi Kidowaki、Masaya Moriyama、Momoyo Wada、Nobuyuki Tamaoki

  DOI：10.1021/jp034916e

  日期：2003.11.1

  A dopant-induced anomalous increase in the helical pitch of dicholesteryl 10,12-docosadiynedioate 1 is explained by generation of smectic clusters in the cholesteric phase where the dopants act as promoters of smectic domains. The dopants, having a mesogenic core and the proper length of alkyl chains on both their molecular sides, such as 4,4'-dialkylazobenzenes, 4,4'-dialkylazoxybenzenes and 4,4'-dialkylbiphenyls, considerably increase the pitch. However, dopants having benzene or a binaphthyl structure in the molecular center, an alkyl chain at one side of the molecules and Z-isomers of azobenzene and azoxybenzene derivatives, slightly decrease the pitch by acting as impurities that decrease the transition temperature of the host. An X-ray diffraction study of the cholesterics revealed that the pitch increases with an increase in size and amount of the smectic domains induced by the appropriate dopants.
• Aryliminodimagnesium Reagents. XV. Condensation with Nitrobenzene. Formation of Unsymmetrical Azobenzenes Favored by Long-Chain<i>p</i>-Alkoxy-Substituted Reagents
  作者：Masao Okubo、Koji Matsuo、Akira Yamauchi

  DOI：10.1246/bcsj.62.915

  日期：1989.3

  In the reaction of p-MeC6H4N(MgBr)2 with p-alkoxynitrobenzene, no effect of alkoxyl chain length on the relative yields of azoxy and azo products was observed. In contrast, in the reaction of p-alkoxy-C6H4N(MgBr)2 with p-nitrotoluene, C12- and C18-alkoxyl chains led to the corresponding unsymmetrical azobenzenes in unexpectedly high yields. This result, arising from efficient condensation and deoxygenation processes, was explained in terms of cooperation of reagent molecules through their aggregation assisted by a novel tying effect of their long chains.

  在p-MeC6H4N(MgBr)2与p-烷氧基硝基苯的反应中，烷氧基链长对偶氮和氧化偶氮产物的相对产率没有影响。相反，在p-烷氧基-C6H4N(MgBr)2与p-硝基甲苯的反应中，C12和C18烷氧基链导致相应的非对称偶氮苯以出乎意料的高产率生成。这一结果源于高效的缩合与脱氧过程，其解释涉及通过长链的新颖束缚效应辅助的分子聚集，分子间的协同作用。