1-bromo-8-(2-nitrophenoxy)octane | 162823-28-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-bromo-8-(2-nitrophenoxy)octane
• 英文别名: 8-(bromooctyl)-2-nitrophenyl ether；1-(8-bromooctoxy)-2-nitrobenzene
• CAS: 162823-28-1
• 化学式: C₁₄H₂₀BrNO₃
• 分子量: 330.222
• InChiKey: PAFBTNZDYDDBNI-UHFFFAOYSA-N

物化性质

• 沸点：
  426.9±25.0 °C(Predicted)
• 密度：
  1.300±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.71
• 重原子数：
  19.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  52.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-bromo-8-(2-nitrophenoxy)octane 在 potassium carbonate 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 生成 25,27-bis<1-(8-((2-nitrophenyl)oxy)octyl)oxy>calix<4>arene-crown-6
  参考文献：
  名称：

  Synthesis, Complexation, and Membrane Transport Studies of 1,3-Alternate Calix[4]arene-crown-6 Conformers: A New Class of Cesium Selective Ionophores

  摘要：

  1,3-Dialkoxycalix[3]arene-crown-6 ionophores (4a-d) are obtained in the fixed 1,3-alternate conformation in 63-85% yield by the reaction of the corresponding 1,3-dialkoxycalix[4]arenes 3a-d with pentaethylene glycol ditosylate in CH3CN in the presence of Cs2CO3. The corresponding cone conformer of the diisopropyl derivative (6) was synthesized via selective demethylation of the 1,3-dimethoxycalix-crown (2a) and subsequent dialkylation. Extraction experiments with alkali picrates reveal a strong preference of ligands 4 for Cs+. Thermodynamic parameters obtained for the complexation of 4a show that the high stability constant in MeOH (log beta = 6.4 +/- 0.4) is reflected mainly in the large -Delta H-c value of 50.2 +/- 0.2 kJ . mol(-1). The entropy of complexation (T Delta S-c = -15 kJ . mol(-1)), less negative than for other crown ethers, is explained in terms of preorganization of 4a. The X-ray structure of the cesium picrate . 4a complex shows clearly that the cation is positioned between the two aromatic rings with short Cs-C distances of 3.49 and 3.69 Angstrom, respectively. H-1 MMR spectroscopy confirms this type of structure in solution. Ligands 4 incorporated in supported liquid membranes transport Cs+ cations with a high preference over Na+. By the application of an anion gradient, traces of Cs+ can be removed (greater than or equal to 99.8%) from acidic solutions (pH = 0) that contain 4 M of NaNO3.

  DOI：

  10.1021/ja00115a012
• 作为产物：
  描述：

  1,8-二溴辛烷 、 硝苯酚 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以51%的产率得到1-bromo-8-(2-nitrophenoxy)octane
  参考文献：
  名称：

  基于季戊四醇核心的硼酸促进了高度果糖的选择性转运。

  摘要：

  我们已经设计并合成了一种高度亲脂性的硼酸（11），其分子形状使其比以前使用的甾体硼酸更有效地通过有机膜携带糖分。还发现相应的二硼酸（12）以非常高的选择性（7.6：1.0）将果糖转运到葡萄糖之前。模型表明12能够在通过氢键和离子对稳定的复合物中同时携带两个果糖分子。

  DOI：

  10.1021/ol015560x

文献信息

• Synthesis and properties of liquid crystalline aniline monomers and semiconducting polyaniline with mesogenic side-chains
  作者：Laurence I. Gabaston、Peter J. S. Foot、John W. Brown

  DOI：10.1039/cc9960000429

  日期：——

  Novel aniline monomers substituted by mesogenic moieties with different spacer lengths are synthesised and preliminary data are reported on the conjugated polymers produced.

  合成了替代有不同间隔长度的介晶基团的新型苯胺单体，并对所产生的共轭聚合物进行了初步数据报告。
• Alkali-cation transport through supported liquid membranes mediated by solvent-linked carriers
  作者：Herman C. Visser、Remco Vink、Bianca H. M. Snellink-Ruel、Simone B. M. Kokhuis、Sybolt Harkema、Feike de Jong、David N. Reinhoudt

  DOI：10.1002/recl.19951140606

  日期：——

  NPOE. Above this carrier content the flux decreases because of an increase in the viscosity of the membrane solutions. Relatively low activation energies for transport indicate that the transport is diffusion-limited. The excellent compatibility between the carriers and the membrane solvent leads to very stable membranes (NPOE/Accurel®). The mechanism of alkali perchlorate transport has been investigated

  中性大环碱金属阳离子受体已经与膜溶剂2-硝基苯基正辛基醚（NPOE）的一个或多个分子共价连接。这些化合物都是高度亲脂性的，可溶于NPOE。通过改变膜中载体含量和温度可以优化碱金属高氯酸盐通过支撑液膜（SLM）的通量。对于所有载流子，在NPOE中载流子含量约为20％（w / w）时都达到了最佳通量。高于该载体含量，通量由于膜溶液粘度的增加而降低。用于运输的相对较低的活化能表明该运输受扩散限制。载体与膜溶剂之间的优异相容性导致非常稳定的膜（NPOE / Accurel®）。已通过改变源相盐活性和载流子浓度研究了高氯酸碱转运的机理。关于离子对形成和2/1载体/阳离子络合的指示已从载流子浓度和传输选择性测量值的变化中获得。
• Facilitated Catecholamine Transport through Bulk and Polymer-Supported Liquid Membranes
  作者：Marie-France Paugam、Jeffrey T. Bien、Bradley D. Smith、Lysander A. J. Chrisstoffels、Feike de Jong、David N. Reinhoudt

  DOI：10.1021/ja9615076

  日期：1996.1.1

  A series of crown boronic acids, 1-4, were synthesized and studied as carriers for catecholamine transport through bulk liquid membranes (BLMs) and supported liquid membranes (SLMs). Carrier 1 greatly facilitated the transport of primary catecholamines through BLMs; whereas, the more lipophilic analogues 3 and 4 were less effective. A combination of kinetic, mass spectral, and NMR evidence suggests

  合成并研究了一系列冠硼酸 1-4 作为儿茶酚胺通过本体液膜 (BLM) 和支撑液膜 (SLM) 转运的载体。载体 1 极大地促进了初级儿茶酚胺通过 BLM 的运输；而更亲脂的类似物 3 和 4 效果较差。动力学、质谱和 NMR 证据的组合表明，BLM 中的传输物质是环状、两性离子、1:1 复合物 7。SLM 传输研究使用了由薄而平坦的支撑的 2-硝基苯基辛基醚的液膜多孔聚丙烯片。在没有载体的情况下，多巴胺转运可以忽略不计（肾上腺素（1.5 × 10-7 mol/m2·s）> 去甲肾上腺素（0.8 × 10-7 mol/m2·s）。含有载体 3 的 SLMs 是稳定的，这意味着载体 3 是运输机制研究的一个很好的候选者。冠硼酸 4 是一种更好的初级儿茶酚胺转运载体，其转运顺序为去甲肾上腺素 (4.7 × 10-6 mol/m2·s) > 多巴胺 (3.5 × 10-6 mol/m2·s) 肾上腺素
• Cristau, Henri-Jean; Virieux, David; Mouchet, Patrick, European Journal of Organic Chemistry, 1999, # 7, p. 1561 - 1569
  作者：Cristau, Henri-Jean、Virieux, David、Mouchet, Patrick、Fruchier, Alain

  DOI：——

  日期：——
• Facilitated Transport of Hydrophilic Salts by Mixtures of Anion and Cation Carriers and by Ditopic Carriers
  作者：Lysander A. J. Chrisstoffels、Feike de Jong、David N. Reinhoudt、Stefano Sivelli、Licia Gazzola、Alessandro Casnati、Rocco Ungaro

  DOI：10.1021/ja991588g

  日期：1999.11.1

  Anion transfer to the membrane phase affects the extraction efficiency of salt transport by cation carriers 1 and 3. Addition of anion receptors 5 or 6 to cation carriers 1, 3, or 3 in the membrane phase enhances the transport of salts under conditions in which the cation carriers alone do not transport salt. The extraction of salt by the carrier mixtures is larger than by cation or anion carrier only, but the rate of diffusion is lower. Ditopic receptors 8 and 9 transport CsCl or KCl much faster than monotopic anion receptor 7 or cation receptors 1 and 2. The faster transport is due to a higher extraction constant K-ex despite a lower diffusion constant of the ditopic salt complex.