(E,E)-5-[4-(dibutylamino)phenyl]penta-2,4-dienal | 188676-42-8

• 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: (E,E)-5-[4-(dibutylamino)phenyl]penta-2,4-dienal
• 英文别名: (2E,4E)-5-(4-(dibutylamino)phenyl)penta-2,4-dienal；(2E,4E)-5-[4-(dibutylamino)phenyl]penta-2,4-dienal
• CAS: 188676-42-8
• 化学式: C₁₉H₂₇NO
• 分子量: 285.429
• InChiKey: MDTOCCQDWPHNFI-FIFLTTCUSA-N

物化性质

• 沸点：
  449.5±38.0 °C(Predicted)
• 密度：
  0.979±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E,E)-5-[4-(dibutylamino)phenyl]penta-2,4-dienal 在 盐酸 、 18-冠醚-6 、 水 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 42.0h， 生成 2,4,6,8-壬四烯醛,9-[4-(二丁基氨基)苯基]-,(2E,4E,6E,8E)-
  参考文献：
  名称：

  Amphiphilic polyenic push–pull chromophores for nonlinear optical applications

  摘要：

  两亲阳离子多烯推拉发色团为二次谐波的产生提供了有趣的超分子可能性，我们合成了这种发色团，并首次在溶液中通过电场诱导二次谐波（EFISH）的产生对其光学非线性进行了研究。

  DOI：

  10.1039/a908717f
• 作为产物：
  描述：

  4-(二丁基氨基)苯甲醛 在 盐酸 、 18-冠醚-6 、 水 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 42.0h， 生成 (E,E)-5-[4-(dibutylamino)phenyl]penta-2,4-dienal
  参考文献：
  名称：

  Amphiphilic polyenic push–pull chromophores for nonlinear optical applications

  摘要：

  两亲阳离子多烯推拉发色团为二次谐波的产生提供了有趣的超分子可能性，我们合成了这种发色团，并首次在溶液中通过电场诱导二次谐波（EFISH）的产生对其光学非线性进行了研究。

  DOI：

  10.1039/a908717f

文献信息

• Annulus fibrosus detection in intervertebral discs using molecular imaging agents
  申请人：Hehir Cristina Abucay Tan

  公开号：US08357350B2

  公开（公告）日：2013-01-22

  The present invention relates to methods for imaging annulus fibrosus tissue and a quantitative measurement of its local concentration in a sample using an agent comprising the compound of Formula I, a 13C or 2H enriched compound of Formula I, an 19F-labeled derivative of Formula I, a metal-DOTA (1,4,7,10-tetra-azacyclododecane-N,N′,N″,N′″-tetraacetic acid) complex of Formula I, or a radioisotope derivative of Formula I.

  本发明涉及使用包含化合物I的试剂，在样品中成像纤维环组织并定量测量其局部浓度的方法，其中化合物I是13C或2H富集的化合物、化合物I的19F标记衍生物、化合物I的金属-DOTA（1,4,7,10-四氮杂环十二烷-N，N'，N"，N'"-四乙酸）配合物，或者化合物I的放射性同位素衍生物。
• Analogs of Michler’s ketone for two-photon absorption initiation of polymerization in the near infrared: synthesis and photophysical properties
  作者：Gilles Lemercier、Cécile Martineau、Jean-Christophe Mulatier、Irène Wang、Olivier Stéphan、Patrice Baldeck、Chantal Andraud

  DOI：10.1039/b608391a

  日期：——

  We present the synthesis of substituted ketones, conjugated analogs of Michler’s ketone. These molecules exhibit broadband TPA properties between 700 and 1100 nm due to a charge transfer from the terminal amino groups to the central ketone function and with maximum cross sections from 200 to 325 × 10−50 cm4 s photon−1. Moreover, they present an interesting reducing character for radical creation. Both properties allow us to consider these molecules as promising photoinitiators of polymerization in the near infrared.

  我们合成了取代酮--Michler酮的共轭类似物。由于电荷从末端氨基转移到中心酮功能，这些分子在 700 至 1100 纳米波长范围内表现出宽带 TPA 特性，最大截面为 200 至 325 Ã 10â50 cm4 s 光子1。此外，它们还能产生有趣的还原性自由基。这两种特性使我们能够将这些分子视为有前景的近红外聚合光引发剂。
• Optical and electrochemical properties of soluble donor-π-donor compounds as potential molecular wires and electrochemically-triggered optical switches
  作者：Laurent Porrès、Valérie Alain、Laurent Thouin、Philippe Hapiot、Mireille Blanchard-Desce

  DOI：10.1039/b305737b

  日期：——

  With the aim of designing molecular wires operating at easily accessible potentials, a series of soluble bis-donor polyenic compounds (up to 3.2 nm long) has been prepared. Their optical and electrochemical properties have been investigated. These model compounds were shown to exhibit a reversible two-electron oxidation process at low potential (which further decreases with increasing polyenic chain length). The oxidized dicationic species combine convenient stability and solubility. Interestingly, these species also show reduced bond length alternation along the polyenic chain, consistent with a significant red-shift of their absorption band to the NIR region. Such behaviour is expected to lead to a dramatic enhancement of the third-order nonlinear optical responses of the polyenic molecules upon oxidation, opening the way to optical switches. Hence, such molecules represent promising model compounds for molecular wires but also open an innovative route towards voltage-driven optical switches.

  为了设计在易于接近的电势下工作的分子线，制备了一系列可溶性双供体多烯化合物（长达 3.2 nm）。对其光学和电化学性质进行了研究。这些模型化合物在低电位下表现出可逆的双电子氧化过程（随着多烯链长度的增加而进一步降低）。氧化双阳离子物质结合了便利的稳定性和溶解度。有趣的是，这些物质还显示出沿着多烯链的键长交替减少，这与它们的吸收带向近红外区域的显着红移一致。这种行为预计将导致氧化时多烯分子的三阶非线性光学响应的​​显着增强，从而为光开关开辟道路。因此，此类分子代表了分子线的有前途的模型化合物，同时也开辟了一条通向电压驱动光开关的创新途径。
• ANNULUS FIBROSUS DETECTION IN INTERVERTEBRAL DISCS USING MOLECULAR IMAGING AGENTS
  申请人：Hehir Cristina Abucay Tan

  公开号：US20100202965A1

  公开（公告）日：2010-08-12

  The present invention relates to methods for imaging annulus fibrosus tissue and a quantitative measurement of its local concentration in a sample using an agent comprising the compound of Formula I, a 13 C or 2 H enriched compound of Formula I, an 19 F-labeled derivative of Formula I, a metal-DOTA (1,4,7,10-tetra-azacyclododecane-N,N′,N″,N′″-tetraacetic acid) complex of Formula I, or a radioisotope derivative of Formula I.

  本发明涉及使用化合物I的试剂，包括化合物I、a13C或2H富集的化合物I、化合物I的19F标记衍生物、化合物I的金属-DOTA（1,4,7,10-四氮杂环十二烷-N，N'，N''，N'''-四乙酸）配合物或化合物I的放射性同位素衍生物，用于成像纤维环组织并定量测量样品中其局部浓度的方法。
• Large Quadratic Hyperpolarizabilities with Donor–Acceptor Polyenes Exhibiting Optimum Bond Length Alternation: Correlation Between Structure and Hyperpolarizability
  作者：M. Blanchard-Desce、V. Alain、P. V. Bedworth、S. R. Marder、A. Fort、C. Runser、M. Barzoukas、S. Lebus、R. Wortmann

  DOI：10.1002/chem.19970030717

  日期：1997.7

  AbstractDonor–acceptor polyenes of various lengths, and that combine aromatic electron‐donating moieties with powerful heterocyclic electron‐withdrawing terminal groups, have been synthesized and characterized as efficient nonlinear optical (NLO) chromophores. Their linear and nonlinear optical properties have been investigated, and variations in these properties have been related to ground‐state polarization (dipole μ) and structure. In particular, unprecedented quadratic hyperpolarizabilities (β) have been achieved (up to β(0) = 1500 × 10−30 esu) by reduction of the bond‐length alternation (BLA) in the polyenic chain. In each series of homologous compounds, increasing the number n of conjugated double bonds in the polyenic chain results in a marked bathochromic shift, more pronounced BLA, and exponential increases in μβ(0) values. As a result, polyenic chromophores displaying excellent optical quadratic nonlinearities (μβ values as large as 100 times that of the quadratic NLO benchmark 4‐dimethyl‐amino‐4′‐nitrostilbene (DANS)), as well as satisfactory solubility, have been obtained.