1,4-二溴-2-十二烷氧基-5-甲氧基苯 | 137436-34-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1,4-二溴-2-十二烷氧基-5-甲氧基苯
• 英文名称: 1,4-dibromo-2-dodecyloxy-5-methoxybenzene
• 英文别名: 1,4-Dibromo-2-(dodecyloxy)-5-methoxybenzene；1,4-dibromo-2-dodecoxy-5-methoxybenzene
• CAS: 137436-34-1
• 化学式: C₁₉H₃₀Br₂O₂
• 分子量: 450.254
• InChiKey: JQMCDMZNUIQQQQ-UHFFFAOYSA-N

物化性质

• 沸点：
  449.4±40.0 °C(Predicted)
• 密度：
  1.281±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  23
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-二溴-2-十二烷氧基-5-甲氧基苯 在 三乙基硼氢化锂 、 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 120.0h， 生成 2,5-dibromo-4-dodecyloxyphenol
  参考文献：
  名称：

  Effect of the Molecular Structure on the Hierarchical Self-Assembly of Semifluorinated Alkanes at the Air/Water Interface

  摘要：

  Semifluorinated alkanes (CnF2n+1CmH2m+1), short FnHm display local phase separation of mutually incompatible hydrocarbon and fluorocarbon chain moieties, which has been utilized as a structure-forming motif in supramolecular architectures. The packing of semifluorinated alkanes, nominally based on dodecyl subunits, such as perfluoro(dodecyl)dodecane (F12H12) and perfluoro(dodecyl)eicosane (F12H20), as well as a core extended analogue, 1,4-dibromo-2-((perfluoroundecyl)methoxy)-5-(dodecyloxy)benzene) (F11H1-core-H12), was studied at the air/water interface. Langmuir monolayers were investigated by means of neutron reflectivity directly at the air/water interface and scanning force microscopy after transfer to silicon wafers. Narrowly disperse surface micelles formed in all three cases; however, they were found to bear different morphologies with respect to molecular orientation and assembly dimensionality, which gives rise to different hierarchical aggregate topologies. For F12H12, micelles of ca. 30 nm in diameter, composed of several circular or "spherical cap" substructures, were observed and a monolayer model with the fluorocarbon block oriented toward air is proposed. F12H20 molecules formed larger (ca. 50 nm diameter) hexagonally shaped surface micelles that were hexagonally, densely packed, besides more elongated but tightly interlocked wormlike structures. Conversely, F11H1-core-H12 films organized into linear rows of elongated surface micelles with comparable width, but an average length of ca. 400 nm, apparently formed by antiparallel molecular packing.

  DOI：

  10.1021/la201377f
• 作为产物：
  描述：

  苯,1-(十二烷氧基)-4-甲氧基- 在 溴 作用下， 以 四氯化碳 为溶剂， 生成 1,4-二溴-2-十二烷氧基-5-甲氧基苯
  参考文献：
  名称：

  新型含1,10-菲咯啉和吡啶的发光π共轭聚合物的合成和表征。他们的光学响应，以质子酸，男ñ +和溶剂

  摘要：

  通过钯（0）催化制备由交替的1,10-菲咯啉/ 1,4-二十二烷基氧苯，1,10-菲咯啉/ 9,9-二辛基芴或吡啶/ 1,4-二烷氧基苯单元组成的新型π共轭聚合物偶合反应产率为84-98％。衍生的聚合物在GPC分析中得到的M n为5400-8800，并且它们在有机溶剂中具有良好的溶解性和高的热稳定性。与Ag +相比，聚合物的电化学还原（或n掺杂）峰发生在-2.3至-2.6 V范围内的峰值/银 该聚合物具有高光致发光性，在溶液中观察到强烈的蓝色发射，其峰值在412-434 nm范围内。聚合物的发射峰以及UV-vis吸收峰受溶剂极性，质子化和金属络合物形成的影响。当聚合物用三氟乙酸质子化时，观察到吸收峰的大红移（约40-60 nm）。通过聚合物与金属离子的配位来调节聚合物的光致发光性能。从其XRD图谱判断，具有长侧链的聚合物在固态下形成有序结构。

  DOI：

  10.1021/ma030280d

文献信息

• Synthesis and Characterization of New Luminescent 1,10-Phenanthroline- and Pyridine-Containing π-Conjugated Polymers. Their Optical Response to Protic Acid, M<i>ⁿ</i>⁺, and Solvents
  作者：Takuma Yasuda、Takakazu Yamamoto

  DOI：10.1021/ma030280d

  日期：2003.10.1

  4-didodecyloxybenzene, 1,10-phenanthroline/9,9-dioctylfluorene, or pyridine/1,4-dialkoxybenzene units were prepared by palladium(0)-catalyzed coupling reaction in 84−98% yields. The derived polymers gave Mn of 5400−8800 in GPC analysis, and they possessed good solubility in organic solvents and high thermal stability. Electrochemical reduction (or n-doping) of the polymers proceeded with peaks in the range

  通过钯（0）催化制备由交替的1,10-菲咯啉/ 1,4-二十二烷基氧苯，1,10-菲咯啉/ 9,9-二辛基芴或吡啶/ 1,4-二烷氧基苯单元组成的新型π共轭聚合物偶合反应产率为84-98％。衍生的聚合物在GPC分析中得到的M n为5400-8800，并且它们在有机溶剂中具有良好的溶解性和高的热稳定性。与Ag +相比，聚合物的电化学还原（或n掺杂）峰发生在-2.3至-2.6 V范围内的峰值/银 该聚合物具有高光致发光性，在溶液中观察到强烈的蓝色发射，其峰值在412-434 nm范围内。聚合物的发射峰以及UV-vis吸收峰受溶剂极性，质子化和金属络合物形成的影响。当聚合物用三氟乙酸质子化时，观察到吸收峰的大红移（约40-60 nm）。通过聚合物与金属离子的配位来调节聚合物的光致发光性能。从其XRD图谱判断，具有长侧链的聚合物在固态下形成有序结构。
• Effect of the Molecular Structure on the Hierarchical Self-Assembly of Semifluorinated Alkanes at the Air/Water Interface
  作者：Laurence de Viguerie、Rabea Keller、Ulrich Jonas、Rüdiger Berger、Christopher G. Clark、Christopher O. Klein、Thomas Geue、Klaus Müllen、Hans-Jürgen Butt、Dimitris Vlassopoulos

  DOI：10.1021/la201377f

  日期：2011.7.19

  Semifluorinated alkanes (CnF2n+1CmH2m+1), short FnHm display local phase separation of mutually incompatible hydrocarbon and fluorocarbon chain moieties, which has been utilized as a structure-forming motif in supramolecular architectures. The packing of semifluorinated alkanes, nominally based on dodecyl subunits, such as perfluoro(dodecyl)dodecane (F12H12) and perfluoro(dodecyl)eicosane (F12H20), as well as a core extended analogue, 1,4-dibromo-2-((perfluoroundecyl)methoxy)-5-(dodecyloxy)benzene) (F11H1-core-H12), was studied at the air/water interface. Langmuir monolayers were investigated by means of neutron reflectivity directly at the air/water interface and scanning force microscopy after transfer to silicon wafers. Narrowly disperse surface micelles formed in all three cases; however, they were found to bear different morphologies with respect to molecular orientation and assembly dimensionality, which gives rise to different hierarchical aggregate topologies. For F12H12, micelles of ca. 30 nm in diameter, composed of several circular or "spherical cap" substructures, were observed and a monolayer model with the fluorocarbon block oriented toward air is proposed. F12H20 molecules formed larger (ca. 50 nm diameter) hexagonally shaped surface micelles that were hexagonally, densely packed, besides more elongated but tightly interlocked wormlike structures. Conversely, F11H1-core-H12 films organized into linear rows of elongated surface micelles with comparable width, but an average length of ca. 400 nm, apparently formed by antiparallel molecular packing.