anthracen-9-yl | 27735-77-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: anthracen-9-yl
• 英文别名: 9-Anthracylradikal；Anthryl radical；9-anthryl
• CAS: 27735-77-9
• 化学式: C₁₄H₉
• 分子量: 177.225
• InChiKey: CCESGEZFOABFJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  9-氯蒽 在 triethylbutylammonium bis(trifluoromethylsulfonyl)imide 作用下， 生成 anthracen-9-yl
  参考文献：
  名称：

  室温离子液体对裂解反应的具体影响：芳族自由基阴离子中碳-卤素键断裂的例子

  摘要：

  离子液体的特定溶剂化作用已在自由基阴离子与三种不同离子液体（1-丁基-3-甲基咪唑鎓、三甲基丁基铵、...

  DOI：

  10.1021/jp049017k

文献信息

• Faster Dissociation:  Measured Rates and Computed Effects on Barriers in Aryl Halide Radical Anions
  作者：Norihiko Takeda、Pavel V. Poliakov、Andrew R. Cook、John R. Miller

  DOI：10.1021/ja0389671

  日期：2004.4.1

  correlate well with electron affinities or dissociation energies obtained by the same computational methods, although such correlations are reported in the literature and are expected on the basis of simple models. The calculations also found that the transition state structures had bent carbon-halogen bonds. Bending enables large reductions of the activation energies by an electronic effect involving mixing

  NMP 中一系列芳基卤化物自由基阴离子 (ArX-: X = Cl, Br) 的碳 - 卤素键解离速率在室温下通过脉冲辐射分解测量，时间分辨率为 10-11 秒。为了获得准确的解离率，需要注意测量和校正竞争性衰变通道。观察到的速率与通过密度泛函 (DFT) 计算在气相中计算的活化能很好地相关。这些速率与通过相同计算方法获得的电子亲和力或解离能没有很好的相关性，尽管文献中报道了这种相关性并且是基于简单模型的预期。计算还发现过渡态结构具有弯曲的碳卤键。通过涉及 phi* 和 sigma* 状态混合的电子效应，弯曲能够大幅降低激活能。计算出这种弯曲引起的混合可以将解离速率提高几个数量级，因此对于理解这些反应至关重要。
• Solvent Effects on the Reduction Mechanism of 9-Chloroanthracene, 3-Nitrobenzyl Chloride and 3-Chloroacetophenone.
  作者：Henrik Jensen、Kim Daasbjerg、Rita G. Hazell、Hans Jørgen Jacobsen、Mikael Bols、Carole C. Perry、Teófilo Rojo

  DOI：10.3891/acta.chem.scand.52-1151

  日期：——

  The reduction mechanism of 9-chloroanthracene, 3-nitrobenzyl chloride and 3-chloroacetophenone has been investigated in detail by means of cyclic voltammetry and controlled potential bulk electrolysis. The investigation was carried out in a number of aprotic solvents in order to elucidate the importance of solvation phenomena on the various parameters associated with the reaction mechanism, i.e., cleavage, hydrogen abstraction, protonation and dimerization rate constants as well as standard potentials. In this connection, the influence of the supporting electrolyte in terms of ion pairing and double layer effects has been considered. For the radical anions of 9-chloroanthracene and 3-nitrobenzyl chloride the logarithm of the cleavage rate constant shows a linear dependence on the Gutmann acceptor number and donor number, respectively, whereas no clearcut correlation can be observed in the case of the radical anion of 3-chloroacetophenone. The rate constant obtained for the protonation reaction between 3-nitrobenzyl anion and 3-nitrobenzyl chloride is to an even higher extent influenced by the nature of the solvent. The trends in the solvent effects are discussed.
• Rapid cleavage reactions of haloaromatic radical anions measured with fast-scan cyclic voltammetry
  作者：David O. Wipf、R. Mark Wightman

  DOI：10.1021/j100347a074

  日期：1989.5
• Jaworski, Jan S.; Leszczynski, Piotr; Tykarski, Janusz, Journal of Chemical Research, Synopses, 1995, # 12, p. 510 - 511
  作者：Jaworski, Jan S.、Leszczynski, Piotr、Tykarski, Janusz

  DOI：——

  日期：——
• Parker, Vernon D., Acta chemica Scandinavica. Series B. Organic chemistry and biochemistry, 1981, vol. 35, # 8, p. 595 - 600
  作者：Parker, Vernon D.

  DOI：——

  日期：——