methyl 9-oxo-9H-fluorene-3-carboxylate | 19063-40-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 9-oxo-9H-fluorene-3-carboxylate
• 英文别名: methyl 9-fluorenone-3-carboxylate；3-methoxycarbonyl-9-fluorenone；9-oxo-fluorene-3-carboxylic acid methyl ester；9-Oxo-fluoren-3-carbonsaeure-methylester；3-Carbomethoxy-fluorenon；Methyl 9-oxofluorene-3-carboxylate
• CAS: 19063-40-2
• 化学式: C₁₅H₁₀O₃
• 分子量: 238.243
• InChiKey: ZTWJYTMUCQYZDS-UHFFFAOYSA-N

物化性质

• 熔点：
  146-147 °C
• 沸点：
  418.8±24.0 °C(Predicted)
• 密度：
  1.303±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl 9-oxo-9H-fluorene-3-carboxylate 在 磷化氢 、 硫酸 、 氢碘酸 、 溶剂黄146 作用下， 生成 methyl 9H-fluorene-3-carboxylate
  参考文献：
  名称：

  Notes. A Synthesis of Fluorene-3-carboxylic Acid

  摘要：

  DOI：

  10.1021/jo01103a602
• 作为产物：
  描述：

  在 dipotassium peroxodisulfate 、 silver nitrate 作用下， 以 水 、 2,3,4-三氟甲苯 为溶剂， 反应 1.0h， 以67%的产率得到methyl 9-oxo-9H-fluorene-3-carboxylate
  参考文献：
  名称：

  Practical Radical Cyclizations with Arylboronic Acids and Trifluoroborates

  摘要：

  Practical radical cyclizations using organoboronic acids and trifluoroborates take place in water, open to air, and In a scalable fashion employing catalytic silver nitrate and stoichiometric potassium persulfate. Both Pschorr-type cyclizations and tandem radical cyclization/trap cascades are described, Illustrating the utility of these mild conditions for the generation of polycyclic scaffolds.

  DOI：

  10.1021/ol2023505

文献信息

• Electronic effects on the substitution reactions of benzhydrols and fluorenyl alcohols. Determination of mechanism and effects of antiaromaticity
  作者：Stephen R. D. George、Timothy E. Elton、Jason B. Harper

  DOI：10.1039/c5ob01637a

  日期：——

  Fusion of benzhydrols to give fluorenols is found to not affect the electronic susceptibility of substitution reactions suggesting the antiaromaticity of the intermediate serves simply to slow the process.

  将联苯酚融合成氟酚，发现它并不影响取代反应的电子敏感性，这表明中间体的反芳香性仅用于减慢过程。
• Palladium-catalyzed synthesis of fluoreones from bis(2-bromophenyl)methanols
  作者：Qian Gao、Senmiao Xu

  DOI：10.1039/c7ob02895d

  日期：——

  Palladium plays a dual role in synthesizing fluorenones from bis(2-bromophenyl)methanols.

  钯在从双(2-溴苯基)甲醇合成芴酮中起着双重作用。
• Nakanishi, Waro; Kusuyama, Yoshiaki; Ikeda, Yoshitsugu, Journal of the Chemical Society. Perkin transactions II, 1986, p. 799 - 804
  作者：Nakanishi, Waro、Kusuyama, Yoshiaki、Ikeda, Yoshitsugu、Oki, Michinori

  DOI：——

  日期：——
• Pd-Catalyzed Assembly of Fluoren-9-ones by Merging of C–H Activation and Difluorocarbene Transfer
  作者：Xiaobing Liu、Heyun Sheng、Yao Zhou、Qiuling Song

  DOI：10.1021/acs.orglett.1c00467

  日期：2021.4.2
• Practical Radical Cyclizations with Arylboronic Acids and Trifluoroborates
  作者：Jonathan W. Lockner、Darryl D. Dixon、Rune Risgaard、Phil S. Baran

  DOI：10.1021/ol2023505

  日期：2011.10.21

  Practical radical cyclizations using organoboronic acids and trifluoroborates take place in water, open to air, and In a scalable fashion employing catalytic silver nitrate and stoichiometric potassium persulfate. Both Pschorr-type cyclizations and tandem radical cyclization/trap cascades are described, Illustrating the utility of these mild conditions for the generation of polycyclic scaffolds.