3-(9-anthracenyl)propyl bromide | 22756-32-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 3-(9-anthracenyl)propyl bromide
• 英文别名: 9-(3-bromopropyl)anthracene；9-(3-bromo-propyl)-anthracene；9-(3-bromopropyl) anthracene；9-(3-bromopropyl)-anthracene；9-(γ-Brompropyl)-anthracen；9-ω-Brompropyl-anthracen；Anthracene, 9-(3-bromopropyl)-
• CAS: 22756-32-7
• 化学式: C₁₇H₁₅Br
• 分子量: 299.21
• InChiKey: PBRXWWSWBZMUOU-UHFFFAOYSA-N

物化性质

• 熔点：
  79 °C(Solv: ligroine (8032-32-4))
• 沸点：
  424.5±14.0 °C(Predicted)
• 密度：
  1.358±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  3-(9-anthracenyl)propyl bromide 在 sodium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 9-{3-[N-(4-methoxyphenyl)-N-methylamino]propyl}-10-cyanoanthracene
  参考文献：
  名称：

  Donor−Acceptor Interaction and Photochemistry of Polymethylene-Linked Bichromophores in Solution

  摘要：

  The ground-state and the excited-state spectroscopic properties of four series of polymethylene-linked anthracene-dialkylaniline bichromophores were compared as a probe to the relationship between energetics and distance in photoinduced electron transfer (PET). The results demonstrate that, when the energy level of the charge transfer (CT) stale is lowered below that of the localized excited state by appropriate substituents, there is a strong electron-donor-acceptor (EDA) interaction in the ground state which is absent in other bichromophores. Absorption and fluorescence excitation studies revealed that there is an unusually strong EDA interaction in the ground state of A-2 which is absent in other members in the A series. When A-2 is excited directly into this EDA absorption, it exhibits two CT emissions, one at 490 nm and the other at 605 nm. The quantum yield (tau(f)) and the lifetime (Phi(f)) of the two emissions are dependent on the viscosity of the alkane solvent. The Phi(f) and the tau(f) of the 490 nm emission increased when the solvent viscosity tvas increased; however, those of the 605 nm emission remained essentially unchanged. The risetime of the 605 nm emission is 420 ps, but that of the 490 nm emission is instrument-function limiting. The results suggest that the two CT emissions may be derived from the two different conformations of the CT state. The 490 nm emission may be derived from the trans conformer of A-2, which is the major conformer at equilibrium. The EDA interaction in the trans conformer of A-2 may be treated as a type of through-sigma-bond interaction via the spacer between the n orbital of the anilino nitrogen and the pi orbital of the anthryl group. The direct excitation of A-2 from its EDA ground state to the CT state indicates that PET may occur in a sigma-linked bichromophoric system upon light absorption, thus reaching the limiting rate of a photochemical process.

  DOI：

  10.1021/ja9523698
• 作为产物：
  描述：

  3-(9-蒽基)丙酸甲酯 在 lithium aluminium tetrahydride 、 三溴化磷 作用下， 以 乙醚 、 氯仿 为溶剂， 生成 3-(9-anthracenyl)propyl bromide
  参考文献：
  名称：

  Lecolier,S., Chimica Therapeutica, 1968, vol. 3, p. 193 - 199

  摘要：

  DOI：

文献信息

• Systematic Investigation of Photoinduced Electron Transfer Controlled by Internal Charge Transfer and Its Consequences for Selective PdCl₂Coordination
  作者：Thomas Schwarze、Wulfhard Mickler、Carsten Dosche、Roman Flehr、Tillmann Klamroth、Hans-Gerd Löhmannsröben、Peter Saalfrank、Hans-Jürgen Holdt

  DOI：10.1002/chem.200902281

  日期：2010.2.8

  fluorophore–spacer–receptor format were prepared for detection of PdCl2 by fluorescence enhancement. The fluorescent probes 1–13 consist of a fluorophore group, an alkyl spacer and a dithiomaleonitrile PdCl2 receptor. First, varying the length of the alkylene spacer (compounds 1–3) revealed a dominant through‐space pathway for oxidative photoinduced electron transfer (PET) in CH2‐bridged dithiomaleonitrile fluoroionophores

  制备了荧光团-间隔基-受体形式的氟离子载体，用于通过荧光增强检测PdCl 2。所述荧光探针1 - 13包括荧光团基团，烷基间隔基和dithiomaleonitrile的PdCl的2受体。首先，改变所述亚烷基间隔（化合物的长度1 - 3）揭示了氧化光致电子在CH转移（PET）显性通过空间通路2 -bridged dithiomaleonitrile fluoroionophores。其次，荧光探针4 – 9包含两个通过CH 2连接的蒽或pyr片段合成了二硫代马来腈单元的桥。的氧化电势（的调制Ë牛通过吸电子或在蒽部分-donating组）规定了氧化PET（Δ热力学驱动力ģ PET在双）（anthrylmethylthio）maleonitriles，因此荧光量子产率（Φ ˚F） ， 也。确认了新概念并将其转移到pyr配体上，并且在PdCl 2存在下，荧光增强（FE）分别通过7和8（FE = 5
• Non-conjugated bichromophoric systems. Part 4. Synthesis and photochemical study of bis-9-anthryls with a four-membered chain; influence of the replacement of methylene links by oxygen atoms or dimethylsilyl groups on the formation of intramolecular excimers and photocyclomers
  作者：Jean-Pierre Desvergne、Najib Bitit、Alain Castellan、Michael Webb、Henri Bouas-Laurent

  DOI：10.1039/p29880001885

  日期：——

  whereas the second, due to steric strain, leads to PSiC with a very low yield (φR 8 × 10–4;kRDca. 105 s–1). It was observed that the introduction of an oxygen atom instead of a CH2 group enhances the cycloaddition efficiency but the second oxygen did not show any further improvement. The presence of the bulky SiMe2 groups helped the excimer state to be reached (rate of formation at room temperature kDMca

  为了研究键的性质对光物理和光化学性质的影响，制备了结合了各种四元链的双发色体系（I CC，I OO，I O1，I O2和I Sic）。这些系统是双蒽[A]-Z–A，其中A = 9-蒽，Z =（CH 2）4（I CC），O（CH 2）2 O（I OO），O（CH 2）3（I O1） ，CH 2 O（CH 2）2（I O2）和SiMe 2（CH 2）2 SiMe 2（I SiC）。通过高稀释度的照射，这些化合物中的每一种都会产生一个通过一个环的9,10位和另一个环的9'，10'位连接的单个光环单体P XX，但在9个环之间形成键的I Sic除外。，10和1'，4'位置。在甲基环己烷中于365nm下测量反应量子产率。在相同的溶剂中，在固定条件下，不同温度下，通过瞬态动力学分析（单光子计数）检查了荧光。这些化合物中的三个（I CC，I OO，I O1）未显示任何分子内准分子荧光；热力学研究表明，S
• Synthesis, Photophysical Properties, and Complexation Behavior of Three New Luminescent Tetraaza-tetraoxamacrobicyclic Receptors
  作者：Cinzia Di Pietro、Sebastiano Campagna、Vittorio Ricevuto、Michele Giannetto、Amedea Manfredi、Gianluca Pozzi、Silvio Quici

  DOI：10.1002/1099-0690(200102)2001:3<587::aid-ejoc587>3.0.co;2-w

  日期：2001.2

  changes are made to the chromophore and to the spacers. The new compounds exhibit absorption spectra and luminescence properties in acetonitrile dominated by the photo-active components, perturbed by the presence of the nitrogens of the azacrown subunits. Although structurally similar, compounds 1−3 exhibit three qualitatively different photophysical properties: 2 emits from a pure π−π* (1La) level, 3 from

  通过将光活性基团连接到四氮杂-四氧杂环亚基，合成了三种发光受体 1-3。这些多组分物质构成具有相同结合亚基的同质系列，其中发色团和间隔区发生变化。新化合物在乙腈中表现出吸收光谱和发光特性，主要由光活性组分控制，并受到氮冠亚基中氮的干扰。虽然结构相似，但化合物 1-3 表现出三种性质不同的光物理特性：2 从纯 π-π* (1La) 能级发射，3 从电荷转移 (CT) 能级和准分子物质发射，1 表现出发射从 CT 和 1La 水平。质子化后 1-3 的发光量子产率显着提高（最多两个数量级），这主要是由于从化合物中去除了 CT 激发态。虽然 Na+ 和 K+ 不会被发光受体复合，但 Ca2+ 和 Mg2+ 以 1:1 的方式强烈复合并显着影响发光特性。特别是发现了对 Ca2+ 的选择性。结果表明加合物的形成主要受静电相互作用的影响，连接光活性亚基和受体亚基的间隔物也在加合物的稳定中发挥积极作用。1
• Sulfonium salts and use and preparation thereof
  申请人：International Business Machines Corporation

  公开号：US05047568A1

  公开（公告）日：1991-09-10

  Sulfonium salts of the formula: ##STR1## wherein Ar is a fused aromatic radical; R.sub.1 is a divalent organic bridge; each R.sub.2 and R.sub.3 individually is an alkyl, aryl, alkaryl, aralkyl or substituted aryl, provided thatn not more than one of R.sub.2 and R.sub.3 is alkyl; and A is a non-nucleophilic anion; use thereof and preparation thereof.

  公式：##STR1## 其中Ar是融合芳香基团；R.sub.1是二价有机桥；每个R.sub.2和R.sub.3分别是烷基，芳基，烷芳基，芳烷基或取代芳基，前提是R.sub.2和R.sub.3中不超过一个是烷基；A是非亲核阴离子；其用途和制备方法。
• Reactivity and equilibriums in ionic micellar solution. Part 8. Models for specific counterion effects on the incorporation of charged amphiphilic substrates into like-charged ionic micelles
  作者：Laerte Miola、Rosangela Blotta Abakerli、Marconi F. Ginani、Pedro Berci Filho、Vicente G. Toscano、Frank H. Quina

  DOI：10.1021/j100245a020

  日期：1983.10