9-butyl-9,10-dihydro-anthracene | 10394-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9-butyl-9,10-dihydro-anthracene
• 英文别名: 9-Butyl-9,10-dihydro-anthracen；9-Butyl-9,10-dihydroanthracene
• CAS: 10394-60-2
• 化学式: C₁₈H₂₀
• 分子量: 236.357
• InChiKey: GPCYQLZFKQGAPH-UHFFFAOYSA-N

物化性质

• 沸点：
  346.1±22.0 °C(Predicted)
• 密度：
  0.998±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 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-butyl-9,10-dihydro-anthracene 、 碘甲烷 、 氨 、 正丁基锂 、 四氢呋喃 生成 9-butyl-10-methyl-9,10-dihydroanthracene
  参考文献：
  名称：

  RABIDEAU P. W.; MAXWELL A. J.; SYGULA A., J. ORG. CHEM., 51,(1986) N 16, 3181-3184

  摘要：

  DOI：
• 作为产物：
  描述：

  9-丁基蒽 在 sodium amalgam 、 乙醇 作用下， 生成 9-butyl-9,10-dihydro-anthracene
  参考文献：
  名称：

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

  摘要：

  DOI：

文献信息

• Elektrochemische synthese metallorganischer verbindungen
  作者：H. Lehmkuhl、S. Kintopf、e. Janssen

  DOI：10.1016/s0022-328x(00)89952-0

  日期：1973.8

  The ion pairs [R4El]+[COT]− and [R4El]+2[COT]2− (El = N, P) are observed as intermediates in the electrochemical reduction of cyclooctatetraene in the presence of tetraorganoonium cations. The preparation of these ion pairs has been examined, and their reactions in THF have been followed by polarography and cyclic voltammetry and the reaction products isolated and identified.

  观察到离子对[R 4 El] + [COT] -和[R 4 El] + 2 [COT] 2-（E1 = N，P）在四有机oon阳离子的存在下作为环辛酸酯的电化学还原的中间体。已经检查了这些离子对的制备，并通过极谱法和循环伏安法跟踪了它们在THF中的反应，并分离和鉴定了反应产物。
• Competitive Electron Transfer and SN2 Reactions of Aromatic Radical Anions with Alkyl Halides and Methanesulfonates.
  作者：Heidi Skovbak Sørensen、Kim Daasbjerg、Lennart Eberson、Björn Åkermark、John H. Wagenknecht、George W. Francis、József Szúnyog、Bengt Långström

  DOI：10.3891/acta.chem.scand.52-0051

  日期：——

  The competition between electron transfer and S(N)2 processes in the reaction between a number of radical anions of aromatic compounds such as anthracene, pyrene, (E)-stilbene, m-tolunitrile and p-tolunitrile and different substrates such as the methyl, ethyl, butyl, 2-butyl, neopentyl and I-adamantyl halides as well as methyl, ethyl, butyl and 2-butyl methanesulfonates has been investigated in N,N-dimethylformamide. By using the reaction of the radical anions with the appropriate alkyldimethylsulfonium iodide or trialkylsulfonium iodide as model for an electron transfer process the reaction mechanism could be characterized by electrochemical means in many of the cases listed. The presence of an S(N)2 component is found to be related not only to the steric requirements at the substrate but also to the magnitude of the driving force for the electron transfer process. Ln general, the higher the standard potential of the aromatic compound is or the poorer the substrate is as electron acceptor, the more important the S(N)2 mechanism becomes. An analysis of the substitution products obtained in the reaction between anthracene radical anion and the different substrates shows a considerable rise in the yield of the 9-alkyl-9,10-dihydroanthracene isomer as the magnitude of the S(N)2 component increases.
• Bogdanovic, Borislav; Janke, Nikolaus; Kinzelmann, Hans-Georg, Chemische Berichte, 1990, vol. 123, # 7, p. 1507 - 1515
  作者：Bogdanovic, Borislav、Janke, Nikolaus、Kinzelmann, Hans-Georg

  DOI：——

  日期：——
• Kinetic Studies of the Homogeneous Coupling Reaction between Electrochemically Generated Aromatic Radical Anions and Alkyl Radicals.
  作者：Steen Uttrup Pedersen、Torben Lund、Kim Daasbjerg、Mihaela Pop、Ingrid Fussing、Henning Lund、Kurt V. Mikkelsen、Alexander Senning

  DOI：10.3891/acta.chem.scand.52-0657

  日期：——

  Radicals produced via the indirect reduction of alkyl halides by aromatic radical anions are likely to couple fast with the mediator. In the presence of activated olefins or good hydrogen atom donors the fate of the alkyl radicals might be changed. In this study rate constants for the coupling reaction (2) between primary, secondary and tertiary alkyl radicals and some aromatic radical anions were measured via the competition with addition of the radical to styrene or ethyl cinnamate, or via the competition with hydrogen atom transfer from thiophenol or 2-methyl-2-propanethiol to the alkyl radical. It is shown that for all the alkyl radicals and aromatic radical anions investigated so far the rate constant for coupling is close to 1 x 10(9) M-1 s(-1).
• Photochemical generation of radical anions via organolithium compounds
  作者：Hans J. S. Winkler、R. Bollinger、Hannelore Winkler

  DOI：10.1021/jo01281a002

  日期：1967.6