9-丙基蒽 | 1498-77-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 9-丙基蒽
• 英文名称: 9-propylanthracene
• 英文别名: 9-n-propylanthracene；10-propylanthracene；9-propyl-anthracene；9-Propyl-anthracen；9,-n-Propyl-anthracene；9-n-Propyl-anthracene
• CAS: 1498-77-7
• 化学式: C₁₇H₁₆
• 分子量: 220.314
• InChiKey: DYERJGPIBJPPKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  17
• 可旋转键数：
  2
• 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：

  9-丙基蒽 在 sodium amalgam 、 乙醇 作用下， 生成 9-propyl-9,10-dihydroanthracene
  参考文献：
  名称：

  Sieglitz; Marx, Chemische Berichte, 1923, vol. 56, p. 1620

  摘要：

  DOI：
• 作为产物：
  描述：

  9-β-propenylanthracene 在 sodium tetrachloropalladate(II) 氢气 、 sodium docusate 作用下， 以 正己烷 为溶剂， 反应 0.15h， 生成 9-丙基蒽
  参考文献：
  名称：

  Dispersing palladium nanoparticles using a water-in-oil microemulsion—homogenization of heterogeneous catalysis

  摘要：

  由油包水微乳液分散的钯纳米粒子是在有机溶剂中对烯烃进行氢化的非常有效的催化剂。

  DOI：

  10.1039/b211836j

文献信息

• Palladium-catalysed direct cross-coupling of secondary alkyllithium reagents
  作者：Carlos Vila、Massimo Giannerini、Valentín Hornillos、Martín Fañanás-Mastral、Ben L. Feringa

  DOI：10.1039/c3sc53047g

  日期：——

  Palladium-catalysed cross-coupling of secondary C(sp3) organometallic reagents has been a long-standing challenge in organic synthesis, due to the problems associated with undesired isomerisation or the formation of reduction products. Based on our recently developed catalytic C–C bond formation with organolithium reagents, herein we present a Pd-catalysed cross-coupling of secondary alkyllithium reagents with aryl and alkenyl bromides. The reaction proceeds at room temperature and on short timescales with high selectivity and yields. This methodology is also applicable to hindered aryl bromides, which are a major challenge in the field of metal catalysed cross-coupling reactions.

  钯催化的二级C(sp3)有机金属试剂交叉偶联反应一直是有机合成中的一个长期挑战，主要由于与不期望的异构化或还原产物形成相关的问题。基于我们最近开发的与有机锂试剂的催化C–C键形成反应，本文呈现了一种钯催化的二级烷基锂试剂与芳基和烯基溴化物的交叉偶联反应。该反应在室温下进行，反应时间短，选择性和产率均很高。这一方法也适用于受阻的芳基溴化物，而这在金属催化的交叉偶联反应中是一个主要挑战。
• Reactions of cupric halides with organic compounds—III
  作者：D. Mosnaim、D.C. Nonhebel、J.A. Russell

  DOI：10.1016/s0040-4020(01)82883-0

  日期：1969.1

  9-Alkyl and 9-arylanthracenes have been shown to undergo halogenation with cupric halides to give good yields of their 10-halogenated derivatives. Electron-donating groups in 9-arylanthracenes were shown to increase the rate of reaction. The results are interpreted in terms of a ligand-transfer mechanism.

  已显示9-烷基和9-芳基蒽通过卤化铜进行卤化以使其10-卤代衍生物具有良好的产率。显示9-芳基蒽中的给电子基团可增加反应速率。结果是根据配体转移机理来解释的。
• An easy synthesis of lepidopterene from 9-chloromethyl anthracene. Evidence for a free radical mechanism
  作者：Marı́a-José Fernández、Lourdes Gude、Antonio Lorente

  DOI：10.1016/s0040-4039(00)02151-1

  日期：2001.1

  communication reports a novel and efficient synthesis of lepidopterene from 9-(chloromethyl)anthracene. Furthermore, the radical nature of the process is unambiguously established through the obtention of several 9-anthracenemethyl derivatives, which are formed via a common 9-anthracenemethyl radical intermediate, derived from 9-(iodomethyl)anthracene.

  该通报报道了由9-（氯甲基）蒽合成新颖而有效的鳞翅目烯。此外，通过获得几种9-蒽甲基衍生物来明确地确定该方法的自由基性质，所述9-蒽甲基衍生物是通过衍生自9-（碘甲基）蒽的普通9-蒽甲基自由基中间体形成的。
• Synthesis and characterization of anthracene-clustering dendrimers: observation of fluorescence resonance energy transfer in the multichromophoric system
  作者：Masaki Takahashi、Hironao Morimoto、Yousuke Suzuki、Tomoya Odagi、Mitsuji Yamashita、Hideki Kawai

  DOI：10.1016/j.tet.2004.09.096

  日期：2004.12

  A series of anthracene-clustering dendrimers bearing various aliphatic substituents at the terminal positions were synthesized using a direct coupling strategy. A remarkable effect of the side chains was imparted to chemical properties of the dendrimers such as drastically increased solubility. Although the multibranched anthracene arrays in the dendritic architectures exhibited no cooperativity in terms of the absorption feature and behaved as single chromophoric systems, investigations focusing on fluorescence properties revealed that a type of cooperativity was present as expressed in the reduced quantum yields of fluorescence. An alternative approach utilizing time-resolved fluorescence decay measurements clearly demonstrated that the most reasonable mechanism of the cooperative action should involve two discernible channels of intramolecular fluorescence resonance energy transfer (FRET) occurring from one chromophore to the others within and across junctions of the branching units. (C) 2004 Elsevier Ltd. All rights reserved.
• Yalpani, Mohamed; Koester, Roland, Chemische Berichte, 1990, vol. 123, # 4, p. 719 - 724
  作者：Yalpani, Mohamed、Koester, Roland

  DOI：——

  日期：——