ethyl 9,10-dihydroanthracene-10-carboxylate | 89302-38-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: ethyl 9,10-dihydroanthracene-10-carboxylate
• 英文别名: ethyl 9,10-dihydro-9-anthroate；9,10-dihydro-anthracene-9-carboxylic acid ethyl ester；9,10-Dihydro-anthracen-9-carbonsaeure-aethylester；Ethyl 9,10-dihydroanthracene-9-carboxylate
• CAS: 89302-38-5
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: AAYNPVDUDOCOSS-UHFFFAOYSA-N

物化性质

• 熔点：
  41-43 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  365.2±31.0 °C(Predicted)
• 密度：
  1.145±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl 9,10-dihydroanthracene-10-carboxylate 在 氢化钾 、 甲苯 作用下， 生成 [2-(9-ethoxycarbonyl-9,10-dihydro-[9]anthryl)-ethyl]-(2-dimethylamino-ethyl)-dimethyl-ammonium; chloride-hydrochloride
  参考文献：
  名称：

  Acheson et al., Journal of the Chemical Society, 1956, p. 698,703

  摘要：

  DOI：
• 作为产物：
  描述：

  9-蒽羧酸乙酯 在 C₂₄H₃₂N₈Ni⁽²⁺⁾*2I^(1-) 、 sodium amalgam 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以59%的产率得到ethyl 9,10-dihydroanthracene-10-carboxylate
  参考文献：
  名称：

  Reductions of Challenging Organic Substrates by a Nickel Complex of a Noninnocent Crown Carbene Ligand

  摘要：

  The first crown-tetracarbene complex of Ni(II) has been prepared, and its crystal structure determined. The complex can be reduced by Na/Hg, with an uptake of two electrons. The reduced complex reductively cleaves arenesulfonamides, including those derived from secondary aliphatic amines, and effects Birch reduction of anthracenes as well as reductive cleavage of stilbene oxides. Computational studies show that the orbital that receives electrons upon reduction of the complex 2 is predominantly based on the crown carbene ligand and also that the HOMO of the parent complex 2 is based on the ligand.

  DOI：

  10.1021/ja107703n

文献信息

• Xenon and nitrous oxide do not depress cardiac function in an isolated rat heart model
  作者：Harumi Nakayama、Hiroshi Takahashi、Naomitsu Okubo、Masayuki Miyabe、Hidenori Toyooka

  DOI：10.1007/bf03017325

  日期：2002.4

  Purpose: To examine the inotropic and chronotropic effects of xenon (Xe) and nitrous oxide (N2O) compared with nitrogen (N-2) on isolated rat hearts. The differences between Xe and N2O were also compared.Methods: The effects of Xe, N2O and N-2 on coronary perfusion pressure (CPP), heart rate, left ventricular developed pressure (LVDP) and double product (DP) were examined in isolated rat hearts perfused at constant flow (10 mL.min(-1)). Following stabilization and baseline measurement with 95% O-2 (plus 5% CO2), the heart was exposed to buffer equilibrated with one of three test gases; 50% N-2 with 4596 O-2 (Group N-2: n=9),50% Xe with 45% O-2 (Group Xe: n=9), or 50% N2O with 45% O-2 (Group N2O: n=9) for 30 min. Measurements were performed in the last minute of exposure to the test gases.Results: Gas exposure in all three groups decreased O-2 delivery (-50%), CPP (-11%), LVDP (-30%) and DP (-44%) compared with baseline values (P < 0.001). However, there were no differences among the groups.Conclusion: Our data suggest that cardiac contractility was decreased by the effects of reduced O-2 delivery but both Xe and N2O did not cause further cardiac depressant effects compared to N-2 in this experimental model.
• Metal-ammonia ring reduction of aromatic carboxylic acid esters
  作者：Peter W. Rabideau、Donna M. Wetzel、D. Michael Young

  DOI：10.1021/jo00183a014

  日期：1984.5
• RABIDEAU, P. W.;WETZEL, D. M.;YOUNG, D. M., J. ORG. CHEM., 1984, 49, N 9, 1544-1549
  作者：RABIDEAU, P. W.、WETZEL, D. M.、YOUNG, D. M.

  DOI：——

  日期：——
• Acheson et al., Journal of the Chemical Society, 1956, p. 698,703
  作者：Acheson et al.

  DOI：——

  日期：——
• Reductions of Challenging Organic Substrates by a Nickel Complex of a Noninnocent Crown Carbene Ligand
  作者：Neil J. Findlay、Stuart R. Park、Franziska Schoenebeck、Elise Cahard、Sheng-ze Zhou、Leonard E. A. Berlouis、Mark D. Spicer、Tell Tuttle、John A. Murphy

  DOI：10.1021/ja107703n

  日期：2010.11.10

  The first crown-tetracarbene complex of Ni(II) has been prepared, and its crystal structure determined. The complex can be reduced by Na/Hg, with an uptake of two electrons. The reduced complex reductively cleaves arenesulfonamides, including those derived from secondary aliphatic amines, and effects Birch reduction of anthracenes as well as reductive cleavage of stilbene oxides. Computational studies show that the orbital that receives electrons upon reduction of the complex 2 is predominantly based on the crown carbene ligand and also that the HOMO of the parent complex 2 is based on the ligand.