4-(4-allylhepta-1,6-dien-4-yl)benzonitrile | 867279-47-8

• 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-(4-allylhepta-1,6-dien-4-yl)benzonitrile
• 英文别名: 4-(4-prop-2-enylhepta-1,6-dien-4-yl)benzonitrile
• CAS: 867279-47-8
• 化学式: C₁₇H₁₉N
• 分子量: 237.345
• InChiKey: WZIFLNLPVCSTGN-UHFFFAOYSA-N

物化性质

• 沸点：
  352.5±21.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(4-allylhepta-1,6-dien-4-yl)benzonitrile 在 indium(III) chloride 、 二异丁基氢化铝 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 2-[[4-(4-prop-2-enylhepta-1,6-dien-4-yl)phenyl]-(1H-pyrrol-2-yl)methyl]-1H-pyrrole
  参考文献：
  名称：

  A Compact All-Carbon Tripodal Tether Affords High Coverage of Porphyrins on Silicon Surfaces

  摘要：

  Redox-active molecules designed to give high charge density on electroactive surfaces are essential for applications in molecular information storage. To achieve a small molecular footprint and thereby high surface charge density, a compound consisting of a triallyl tripod attached via a p-phenylene unit to a porphyrin (1) has been synthesized. The zinc chelate of 1 (Zn-1) was attached to Si(100). Electrochemical measurements indicate that the molecular footprint (75 A) in the monolayer is only similar to 50% larger than the minimum achievable, indicating high surface coverage. IR spectroscopy indicates that the bands due to the nu(C=C) (1638 cm(-1)) and gamma(CH) (915 cm-1) vibrations present in the solid sample (KBr pellet) are absent from the spectra of the monolayers of Zn-1, consistent with saturation of the double bond in each of the three legs of the tripod upon the hydrosilylation process accompanying attachment. Comparison of the relative intensities of the in-plane (998 cm-1) versus out-of-plane (797 cm-1) porphyrin modes indicates the average tilt angle (a) of the porphyrin ring with respect to the surface normal is similar to 46 degrees, a value also observed for analogous porphyrins tethered to Si(100) via monopodal carbon linkers. Accordingly, the higher packing densities afforded by the compact tripodal linker are not due to a more upright orientation on the surface. The charge-retention half-lives (t(1/2)) for the first oxidation state of the Zn-1 monolayers increase from 10 to 50 s at low surface coverage (1-5 x 10(-11) mol(.)cm(-2)) to near 200 s at saturation coverage (similar to 2 x 10(-10) mol(.)cm(-2)). Taken together, the high surface charge density (despite the lack of upright orientation) of the triallyl-tripodal porphyrin makes this construct a viable candidate for molecular information storage applications.

  DOI：

  10.1021/jo0510078
• 作为产物：
  描述：

  1-(4-allylhepta-1,6-dien-4-yl)-4-iodobenzene 在 CuCN 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以89%的产率得到4-(4-allylhepta-1,6-dien-4-yl)benzonitrile
  参考文献：
  名称：

  Multypodal tethers for high-density attachment of redox-active moieties to substrates

  摘要：

  这项发明提供了与多脚（例如，双脚、三脚、四脚、五脚等）连接的氧化还原活性分子，可用于将这些氧化还原活性分子连接到基底（例如，电极）。连接的氧化还原活性分子可用于制作存储器件。

  公开号：

  US20070108438A1

文献信息

• Substituted benzazoloporphyrazines for polymerization and surface attachment and articles formed therefrom
  申请人：Youngblood W. Justin

  公开号：US20110015388A1

  公开（公告）日：2011-01-20

  The present invention provides an article of manufacture formed from a substrate and a benzazoloporphyrazine bound to the substrate. The article may take a variety of different forms and may be for example an electrochromic display, a molecular capacitor, a battery, a solar cell, or a molecular memory device. Methods of making such articles, along with compounds, methods and intermediates useful for making such benzazoloporphyrazines, are also described.

  本发明提供了一种由基板和与基板结合的苯并咔唑卟啉制成的制品。该制品可以采用各种不同形式，例如电致变色显示器、分子电容器、电池、太阳能电池或分子存储器件。还描述了制造这种制品的方法，以及用于制造这种苯并咔唑卟啉的化合物、方法和中间体。
• SUBSTITUTED BENZAZOLOPORPHYRAZINES FOR POLYMERIZATION AND SURFACE ATTACHMENT AND ARTICLES FORMED THEREFROM
  申请人：Youngblood W. Justin

  公开号：US20120101243A1

  公开（公告）日：2012-04-26

  The present invention provides an article of manufacture formed from a substrate and a benzazoloporphyrazine bound to the substrate. The article may take a variety of different forms and may be for example an electrochromic display, a molecular capacitor, a battery, a solar cell, or a molecular memory device. Methods of making such articles, along with compounds, methods and intermediates useful for making such benzazoloporphyrazines, are also described.

  本发明提供了一种由基底和结合在基底上的苯并咪唑卟啉制成的制品。该制品可以采取多种不同的形式，例如电致变色显示器、分子电容器、电池、太阳能电池或分子记忆装置等。还描述了制造这种制品的方法，以及用于制造这种苯并咪唑卟啉的化合物、方法和中间体。
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