11-(pentabromophenoxy)-undecan-1-ol | 281654-33-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 11-(pentabromophenoxy)-undecan-1-ol
• 英文别名: 11-(pentabromophenoxy)undecan-1-ol；11-(Pentabromophenoxy)undecan-1-ol；11-(2,3,4,5,6-pentabromophenoxy)undecan-1-ol
• CAS: 281654-33-9
• 化学式: C₁₇H₂₃Br₅O₂
• 分子量: 658.888
• InChiKey: NDJVFGICPDKJQV-UHFFFAOYSA-N

物化性质

• 沸点：
  548.7±45.0 °C(Predicted)
• 密度：
  1.845±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-丙基苯乙炔 、 11-(pentabromophenoxy)-undecan-1-ol 在 钯 作用下， 生成 11-[Pentakis-(4-propylphenylethynyl)-phenyloxy]-undecan-1-ol
  参考文献：
  名称：

  Glass Forming Nematic-Discotic Oligomesogens

  摘要：

  Newstar like oligomers are presented characterized by the chemical linkage of a defined number of disc-shaped multialkynylbenzene moieties via a central linking unit. The compounds exhibit a nematic mesophase which can be quenched into a glassy state. The molecular orientation of the discotic oligomesogens on rubbed polyimide layers has been investigated.

  DOI：

  10.1080/15421400490436395
• 作为产物：
  描述：

  11-溴-1-十一醇 、 五溴苯酚 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 生成 11-(pentabromophenoxy)-undecan-1-ol
  参考文献：
  名称：

  Completely miscible disc and rod shaped molecules in the nematic phase

  摘要：

  合成了圆盘状与棒状分子在向列相中完全混溶的物质，并通过偏光显微镜（POM）、差示扫描量热法（DSC）和X射线衍射（XRD）研究，对其混溶行为进行了调查和验证。

  DOI：

  10.1039/b512120e

文献信息

• Specific interactions in discotic liquid crystals
  作者：Paul H. J. Kouwer、Wolter F. Jager、Wim J. Mijs、Stephen J. Picken

  DOI：10.1039/b208923h

  日期：2003.2.20

  A series of novel mesogens have been prepared by a five-fold Sonogashira reaction of terminal acetylenes with a functionalized pentabromophenol derivative. The corresponding side-chain substituted polymers were prepared by an analogous polymer substitution reaction. The mesogens differ in the nature of the substituents, i.e. CH2, O, S, SO2 and CONH groups, linking five hexyl tails to the core. A wide range of mesophases and corresponding transition temperatures have been detected, varying from low melting nematic phases to highly stable columnar phases. The wide spread in phase behaviour is described in terms of specific intermolecular interactions. The addition of planar electron deficient molecules resulted in the formation of charge transfer complexes. The observed stabilisation or destabilisation of the mesophases is explained by considering the complexation strength of the complex as well as steric factors.

  一系列新型介晶通过末端乙炔与功能化五溴酚衍生物的五重Sonogashira反应制备。对应的侧链取代聚合物通过类似的聚合物取代反应制备。这些介晶在连接五个己基尾到核心的取代基性质上有所不同，即CH2、O、S、SO2和CONH基团。检测到了广泛范围的介相及其相应的转变温度，从低熔点的向列相到高度稳定的柱状相。相行为的广泛分布通过特定的分子间相互作用来描述。加入平面电子 deficient 分子导致电荷转移复合物的形成。观察到的介相的稳定或破坏通过考虑复合物的复合强度以及空间因素来解释。
• Substituent Effects in Discotic Liquid Crystals
  作者：Paul Kouwer、Wolter Jager、Wim Mijs、Stephen Picken

  DOI：10.1080/15421400490435305

  日期：2004.1

  A series of novel mesogens have been prepared by a five-fold Sonogashira reaction of terminal acetylenes with a functionalized pentabromophenol. The corresponding side chain polymers were prepared by a polymer analogous substitution reaction. The mesogens differ in the nature of the substituents, linking five hexyl tails to the aromatic core, i.e. CH2, O, S, SO2 and CONH groups. A wide range of mesophases

  通过末端乙炔与官能化五溴苯酚的五倍 Sonogashira 反应制备了一系列新型介晶。通过聚合物类似的取代反应制备相应的侧链聚合物。介晶的取代基性质不同，将五个己基尾部连接到芳香核，即 CH2、O、S、SO2 和 CONH 基团。已检测到范围广泛的中间相和相应的转变温度，从低熔点向列相到高度稳定的柱状相。广泛可变的相行为是根据特定的分子间相互作用来描述的。
• Charge Transfer Complexes of Discotic Liquid Crystals:  A Flexible Route to a Wide Variety of Mesophases
  作者：Paul H. J. Kouwer、Wolter F. Jager、Wim J. Mijs、Stephen J. Picken

  DOI：10.1021/ma0118567

  日期：2002.5.21

  We have prepared a new discotic nematogen, bearing one functional tail and five methoxy substituents. The corresponding side chain polymers, prepared via a polymer analogous esterification reaction, exhibited ND phases from 50 °C until degradation above 200 °C. Addition of equimolar amounts of various trinitrofluorenone-based acceptors to the mesogen resulted in the formation of charge transfer complexes

  我们准备了一种新的盘状线虫致病菌，它带有一个功能性尾巴和五个甲氧基取代基。通过聚合物类似的酯化反应制备的相应的侧链聚合物显示出从50℃直至高于200℃降解的N D相。向液晶元中加入等摩尔量的各种基于三硝基芴酮的受体，导致形成具有多种液晶性质的电荷转移络合物。取决于受体，诱导出不同的柱状和向列相，包括最近发现的向列侧相。用差示扫描量热法，光学偏振显微镜和广泛的X射线衍射（XRD）研究了液晶性质。
• Investigation of the Complete Miscibility of Disc-rod Mesogens in the Nematic Phase
  作者：Daniela Apreutesei、Georg Mehl

  DOI：10.1080/15421400600582523

  日期：2006.7

  The synthesis and the phase behaviour of nematic dimers, built up from rod and disc shaped mesogens, separated by extended spacers is described. Miscibility studies with the rod as well as disc shaped mesogens were performed and OPM data of contact samples and the results of detailed DSC experiments of mixtures are presented. Full miscibility in the nematic phase was observed.