4-(3',7'-dimethyloctanyl)phenylacetylene | 347390-30-1

• 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: 4-(3',7'-dimethyloctanyl)phenylacetylene
• 英文别名: 4-(3,7-dimethyloctanyl)-phenylacetylene；1-(3,7-dimethyloctyl)-4-ethynylbenzene；4-(3,7-dimethyloctanyl)phenylacetylene
• CAS: 347390-30-1
• 化学式: C₁₈H₂₆
• 分子量: 242.404
• InChiKey: YOBOVSSIEUUTLG-UHFFFAOYSA-N

物化性质

• 沸点：
  323.2±21.0 °C(Predicted)
• 密度：
  0.88±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-(3',7'-dimethyloctanyl)phenylacetylene 在 bis-triphenylphosphine-palladium(II) chloride 、 碘 、 magnesium 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 19.25h， 生成 4,4'-bis(3,7-dimethyloctanyl)diphenylacetylene
  参考文献：
  名称：

  DNA装饰的二维晶体纳米片

  摘要：

  设计和合成表面具有超密集信息丰富分子（如 DNA）阵列的高纵横比 2D 纳米片极具挑战性。在此，我们报告了一种基于两亲性驱动的自组装的通用策略，用于制作高纵横比、表面有 DNA 密集装饰的 2D 片材。显微镜和 X 射线分析表明，这些薄片是结晶的。薄片最独特的特征是 DNA 导向的表面可寻址性，这可以通过序列特异性 DNA 杂交用金纳米粒子装饰薄片的任一面来证明。我们的结果表明，这种设计策略可以作为合成 DNA 装饰高纵横比片的通用方法，这可能会在材料科学、药物输送、

  DOI：

  10.1021/jacs.7b09283
• 作为产物：
  描述：

  (+/-)-Dihydrocitronellic acid chloride 在 钯 氢氧化钾 、 copper(l) iodide 、 三氯化铝 、 三乙胺 、 肼 作用下， 以 甲苯 为溶剂， 生成 4-(3',7'-dimethyloctanyl)phenylacetylene
  参考文献：
  名称：

  Room-Temperature Discotic Nematic Liquid Crystals

  摘要：

  The use of discotic nematic liquid crystals instead of calamitic nematic liquid crystals to improve the viewing angle of a liquid crystal display device has recently been reported. Compared to the large number of calamitic molecules showing nematic phase at room temperature, the number of disk-shaped molecules showing subambient discotic nematic phase N-D are rare. In this paper we present the design, synthesis, mesomorphic behaviour and structure-property relationship of discotic nematic liquid crystals based on benzene multiyne core.

  DOI：

  10.1080/15421400390213573

文献信息

• Nanosized Molecular Propellers by Cyclodehydrogenation of Polyphenylene Dendrimers
  作者：Christopher D. Simpson、Gunter Mattersteig、Kai Martin、Lileta Gherghel、Roland E. Bauer、Hans Joachim Räder、Klaus Müllen

  DOI：10.1021/ja036732j

  日期：2004.3.1

  In a polymer analogous approach, large dendritic oligophenylenes containing benzene and tetraphenylmethane cores are transformed via oxidative cyclodehydrogenation to novel propeller-shaped molecules with large polycyclic aromatic hydrocarbon units as "blades". Structure analysis is performed by a combination of MALDI-TOF mass spectrometry, UV/vis, fluorescence, and Raman spectroscopy using solid-state

  在聚合物类似的方法中，含有苯和四苯基甲烷核的大树枝状低聚亚苯基通过氧化环脱氢作用转化为新型螺旋桨状分子，其中大多环芳烃单元作为“叶片”。使用固态样品制备方法，通过 MALDI-TOF 质谱、紫外/可见光、荧光和拉曼光谱的组合进行结构分析。这些方法也用于确定环化脱氢反应的程度。
• Discotic liquid crystalline hexabenzocoronenes carrying chiral and racemic branched alkyl chains: supramolecular engineering and improved synthetic methods
  作者：Andreas Fechtenkötter、Natalia Tchebotareva、Mark Watson、Klaus Müllen

  DOI：10.1016/s0040-4020(01)00252-6

  日期：2001.4

  In this paper we present the synthesis and characterization of three different thermotropic liquid crystalline derivatives of hexabenzocoronene (HBC), substituted at the periphery by six chiral or racemic branched (3,7-dimethyloctanyl) chains, namely the chiral 5a, racemic 5b, and mono-bromo functionalized 18 carrying five alkyl chains. Improved methods for synthesis of HBC precursors, largely relying

  在本文中，我们介绍了三种不同的六苯并二苯并（HBC）的热致液晶衍生物的合成和表征，它们在外围被六个手性或外消旋的分支（3,7-二甲基辛基）链取代，即手性5a，外消旋5b和具有五个烷基链的单溴官能化18。还描述了主要依靠过渡金属催化的偶联反应合成HBC前体的改进方法。相对于载有n的类似HBC，当K→D H的热转变转变为更低的温度时，溶解度和可加工性得到了提高-烷基链。在被手性支链烷基链5a取代的情况下，已经通过圆二色光谱法记录了强信号。所有新化合物均通过1 H，13 C NMR，UV-Vis光谱和FD-MS表征。初步的中间相表征是通过差示扫描量热法（DSC）和偏振光显微镜进行的。在DSC实验过程中，对光学纯和外消旋HBC衍生物进行了比较。
• Oligomers of Hexa-<i>p</i><i>eri</i>-hexabenzocoronenes as “Super-oligophenylenes”:  Synthesis, Electronic Properties, and Self-assembly
  作者：Jishan Wu、Mark D. Watson、Natalia Tchebotareva、Zhaohui Wang、Klaus Müllen

  DOI：10.1021/jo0490301

  日期：2004.11.1

  Hexa-peri-hexabenzocoronene (HBC) is a remarkable polycyclic aromatic hydrocarbon and is often called "superbenzene" because of its similarity to benzene. In this article we present the facile synthesis of oligomers of HBC, up to trimers (3, 4, 5a-c) with different modes of connection. UV-vis and fluorescence spectroscopy studies reveal that the oligomers are electronically decoupled. This arises from the small atomic orbital coefficients of the bridge-head carbon atoms, the large torsion angle between the HBC units, and the large distance of interacting transition dipoles due to the size of the HBC chromophore. For comparison, a methylene-bridged HBC dimer 6, so-called "superfluorene", was prepared. The induced planarity improves pi-conjugation and suppresses the geometrical relaxation of the backbone upon electronic excitation, leading to a prominent 0-0 transition band in the fluorescence spectra. The self-assembly of the oligomers and of superfluorene 6 was studied by wide-angle X-ray diffraction (WAXD) in the bulk state, and ordered columnar stacking occurs in the HBC dimer 3, p-HBC trimer 4, and superfluorene 6. Measurements of shear-aligned samples show that, despite increasing aspects ratio by linear entrainment of disks, the anitropic element that is subject to alignment by shear is the supramolecular columns.
• Feng, Xinliang; Pisula, Wojciech; Kudernac, Tibor, Journal of the American Chemical Society, 2009, vol. 131, p. 4439 - 4448
  作者：Feng, Xinliang、Pisula, Wojciech、Kudernac, Tibor、Wu, Dongqing、Zhi, Linjie、et al.

  DOI：——

  日期：——