2-(4-propyloxybenzylamino)acetic acid | 1094329-08-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(4-propyloxybenzylamino)acetic acid
• 英文别名: 2-[(4-propoxyphenyl)methylazaniumyl]acetate
• CAS: 1094329-08-4
• 化学式: C₁₂H₁₇NO₃
• mdl: MFCD11138963
• 分子量: 223.272
• InChiKey: DVDIAQVEXQMRKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-propyloxybenzylamino)acetic acid 、 足球烯 、 4-丙氧基苯甲醛 以 甲苯 为溶剂， 反应 12.0h， 以50%的产率得到
  参考文献：
  名称：

  束缚到C60的单和双（吡咯并）四硫富瓦烯衍生物：合成，光物理研究和自组装单分子膜

  摘要：

  合成并表征了一系列拴在一个或两个C 60部分上的单（MPTTF）和双（吡咯并）四硫富富瓦烯（BPTTF）衍生物。这些哑铃状化合物的合成策略基于醛官能化的MPTTF / BPTTF衍生物，两种不同的定制氨基酸和C 60之间的1,3-偶极环加成反应。通过多种技术（包括循环伏安法和吸收光谱法）研究了MPTTF / BPTTF单元与C 60部分之间的电子通信。这些基于解决方案的研究表明，MPTTF / BPTTF装置与C 60之间没有可观察到的电子通讯。部分。另外，令人惊讶的是，飞秒和纳秒瞬态吸收光谱显示，在富勒烯部分的激发下，没有发生从MPTTF / BPTTF单元到C 60部分的电荷转移。最后，结果表明，MPTTF-C 60和C 60 -BPTTF-C 60二元组和三元组分子通过锚定到C 60在Au（111）表面上形成了自组装单层。

  DOI：

  10.1002/chem.201402623
• 作为产物：
  描述：

  4-丙氧基苯甲醛 在 sodium tetrahydroborate 、 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 16.17h， 生成 2-(4-propyloxybenzylamino)acetic acid
  参考文献：
  名称：

  Dihydroazulene–Buckminsterfullerene Conjugates

  摘要：

  The dihydroazulene (DHA)/vinylheptafulvene (VHF) photo/thermoswitch has recently attracted interest as a molecular switch for molecular electronics. In this field, Buckminsterfullerene, C-60, has been shown to be a useful anchoring group for adhering a molecular wire to an electrode. Here we have combined the two units with the overall aim to elucidate how C-60 influences the DHA-VHF switching events. Efficient synthetic protocols for making covalently linked DHA-C-60 conjugates were developed, using Prato, Sonogashira, Hay, and Cadiot-Chodkiewicz reactions. These syntheses provide as well a variety of potentially useful DHA and C-60 building blocks for acetylenic scaffolding. The two units were separated by bridges of various lengths, such as oligo(phenyleneethynylene) (OPE2 and OPE3) wires. The distance of separation was found to influence strongly the light induced ring opening reaction Of DHA to its corresponding VHF. Thus, C-60 was found to significantly quench this conversion when situated closely to the DHA unit

  DOI：

  10.1021/jo301306y

文献信息

• Dihydroazulene–Buckminsterfullerene Conjugates
  作者：Marco Santella、Virginia Mazzanti、Martyn Jevric、Christian Richard Parker、Søren Lindbæk Broman、Andrew D. Bond、Mogens Brøndsted Nielsen

  DOI：10.1021/jo301306y

  日期：2012.10.19

  The dihydroazulene (DHA)/vinylheptafulvene (VHF) photo/thermoswitch has recently attracted interest as a molecular switch for molecular electronics. In this field, Buckminsterfullerene, C-60, has been shown to be a useful anchoring group for adhering a molecular wire to an electrode. Here we have combined the two units with the overall aim to elucidate how C-60 influences the DHA-VHF switching events. Efficient synthetic protocols for making covalently linked DHA-C-60 conjugates were developed, using Prato, Sonogashira, Hay, and Cadiot-Chodkiewicz reactions. These syntheses provide as well a variety of potentially useful DHA and C-60 building blocks for acetylenic scaffolding. The two units were separated by bridges of various lengths, such as oligo(phenyleneethynylene) (OPE2 and OPE3) wires. The distance of separation was found to influence strongly the light induced ring opening reaction Of DHA to its corresponding VHF. Thus, C-60 was found to significantly quench this conversion when situated closely to the DHA unit
• Mono- and Bis(pyrrolo)tetrathiafulvalene Derivatives Tethered to C₆₀: Synthesis, Photophysical Studies, and Self-Assembled Monolayers
  作者：Marta Vico Solano、Eduardo Antonio Della Pia、Martyn Jevric、Christina Schubert、Xintai Wang、Cornelia van der Pol、Anders Kadziola、Kasper Nørgaard、Dirk M. Guldi、Mogens Brøndsted Nielsen、Jan O. Jeppesen

  DOI：10.1002/chem.201402623

  日期：2014.8.4

  (MPTTF) and bis(pyrrolo)tetrathiafulvalene (BPTTF) derivatives tethered to one or two C60 moieties was synthesized and characterized. The synthetic strategy for these dumbbell‐shaped compounds was based on a 1,3‐dipolar cycloaddition reaction between aldehyde‐functionalized MPTTF/BPTTF derivatives, two different tailor‐made amino acids, and C60. Electronic communication between the MPTTF/BPTTF units and

  合成并表征了一系列拴在一个或两个C 60部分上的单（MPTTF）和双（吡咯并）四硫富富瓦烯（BPTTF）衍生物。这些哑铃状化合物的合成策略基于醛官能化的MPTTF / BPTTF衍生物，两种不同的定制氨基酸和C 60之间的1,3-偶极环加成反应。通过多种技术（包括循环伏安法和吸收光谱法）研究了MPTTF / BPTTF单元与C 60部分之间的电子通信。这些基于解决方案的研究表明，MPTTF / BPTTF装置与C 60之间没有可观察到的电子通讯。部分。另外，令人惊讶的是，飞秒和纳秒瞬态吸收光谱显示，在富勒烯部分的激发下，没有发生从MPTTF / BPTTF单元到C 60部分的电荷转移。最后，结果表明，MPTTF-C 60和C 60 -BPTTF-C 60二元组和三元组分子通过锚定到C 60在Au（111）表面上形成了自组装单层。