1,3-di-(n-butoxy)-4,6-dicyanobenzene | 259222-85-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3-di-(n-butoxy)-4,6-dicyanobenzene
• 英文别名: 1,3-dibutoxy-4,6-dicyanobenzene；4,6-Dibutoxybenzene-1,3-dicarbonitrile
• CAS: 259222-85-0
• 化学式: C₁₆H₂₀N₂O₂
• 分子量: 272.347
• InChiKey: UHAUDPTZTMWLIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-di-(n-butoxy)-4,6-dicyanobenzene 在 sodium hydroxide 、 双氧水 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 11.0h， 生成 1,3-dibutoxy-4,6-bis(isothiocyanatomethyl)benzene
  参考文献：
  名称：

  环烷基环状硫脲的合成和阴离子选择性络合

  摘要：

  合成了具有邻位，间位，间位和间对位三种环烷结构的环状硫脲衍生物和套索型硫脲，并研究了它们的阴离子结合能力。使用（1）H NMR光谱通过滴定法测量DMSO-d（6）中受体与几种阴离子之间的络合缔合常数。除间-对环芳基外，所有受体均表现出与磷酸二氢根阴离子的选择性结合，该结合力强于无环参考化合物。与不具有第三结合位点的环状受体相比，套索型受体甚至更牢固地结合阴离子。

  DOI：

  10.1021/jo991237k
• 作为产物：
  描述：

  1,3-二丁氧基苯 在 六甲基磷酰三胺 、 一氯化碘 作用下， 以 溶剂黄146 为溶剂， 生成 1,3-di-(n-butoxy)-4,6-dicyanobenzene
  参考文献：
  名称：

  间环芳基环硫脲的合成及阴离子结合能力

  摘要：

  合成了具有两个硫脲基团的环芳烃，并通过滴定法使用 1 H-NMR 光谱检测了它们的阴离子结合能力。按照 H2PO4− > CH3COO− > Cl− > HSO4− > Br− 的一般顺序观察到预先组织的环状受体的强和选择性阴离子结合。

  DOI：

  10.1246/cl.1998.835

文献信息

• Supramolecular Assemblies and Redox Modulation of Pyromellitic Diimide-Based Cyclophane via Noncovalent Interactions with Naphthol¹
  作者：Shin-ichiro Kato、Taisuke Matsumoto、Keiko Ideta、Toshiaki Shimasaki、Kenta Goto、Teruo Shinmyozu

  DOI：10.1021/jo0600196

  日期：2006.6.1

  [GRAPHICS]This paper reports the electroscopic and electrochemical properties of [ 2 + 2] pyromellitic diimide-based cyclophane 1 as well as acyclic N, N'-bis( 2-methoxybenzyl) pyromellitic diimide 2 and the clathrate compounds formed by 1. Compound 1 was synthesized by direct cyclocondensation. Its structure was determined by an X-ray crystallographic analysis of a single crystal obtained by recrystallization from DMF. The intramolecular charge-transfer interactions of 1 and 2 were characterized by UV/vis spectroscopy and MO calculations. The UV/vis spectra showed that the tail of a longer wavelength absorption of both 1 and 2 reached the visible region. MO calculations ( B3LYP/6-31G*) showed that the HOMO and LUMO orbitals of 1 and 2 substantially localize in the xylyl and pyromellitic diimide moieties across the methylene linker, respectively. The X-ray crystallographic analyses demonstrated that single crystals grown from a mixture of 1 and alpha-naphthol and a mixture of 1 and beta-naphthol were the clathrate compounds with 1D and 2D supramolecular assemblies, respectively, which are formed by a combination of hydrogen-bonding and charge-transfer interactions. From the cyclic voltammetry measurements, both 1 and 2 showed reversible reduction processes, and the reduction potential observed at - 1.09 V vs Ag/Ag+ for 2 split into two potentials at - 1.01 and - 1.14 V for 1. The addition of alpha- and beta-naphthol induced a decrease in the potentials due to the diradical anion of 1 and radical anion of 2 by about 80 mV, and their reduction processes were reversible.