1-(9-hydroxy-9H-fluoren-9-yl)ethan-1-one | 62731-49-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1-(9-hydroxy-9H-fluoren-9-yl)ethan-1-one
• 英文别名: 9-acetyl-9-hydroxyfluorene；9-acetyl-9-fluorenol；1-(9-hydroxy-fluoren-9-yl)-ethanone；1-(9-Hydroxy-fluoren-9-yl)-aethanon；9-hydroxy-9-acetyl-fluorene；9-Hydroxy-9-acetylfluoren；1-(9-hydroxyfluoren-9-yl)ethanone
• CAS: 62731-49-1
• 化学式: C₁₅H₁₂O₂
• 分子量: 224.259
• InChiKey: CNLXSOMNJQUZKP-UHFFFAOYSA-N

物化性质

• 熔点：
  105.5-106.5 °C(Solv: ligroine (8032-32-4))
• 沸点：
  423.5±45.0 °C(Predicted)
• 密度：
  1.281±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(9-hydroxy-9H-fluoren-9-yl)ethan-1-one 在 氯化亚砜 、 sodium carbonate 作用下， 以 吡啶 、 乙醚 为溶剂， 反应 24.0h， 生成 (E)-1-(9-chlorofluoren-9-yl)-N-methoxyethanimine
  参考文献：
  名称：

  Effect of oxime substituents on 9-fluorenyl carbocations

  摘要：

  9-Fluorenyl carbocations substituted with the oxime functional groups CH=NOCH3, CH3C=NOCH3, and i-PrC=NOCH3 were generated by solvolyses of the corresponding chlorides in methanol, These cations form at rates which greatly exceed those of formation of the parent 9-fluorenyl cation. Relative rate data suggest that stabilization of 9-fluorenyl cations by CH=NOCH3 is greater than stabilization by CH3C=NOCH3, which is in turn greater than that by i-PrC=NOCH3. Computational studies on these cations show that the oxime group is progressively rotated out of conjugation with the cationic center as the oxime group becomes larger. These rate and computational studies also suggest that 9-fluorenyl cations are not antiaromatic. They are essentially delocalized 'nonatetraenyl' cations, where formally antiaromatic resonance forms contribute little to the overall structure. Copyright (C) 2000 John Wiley & Sons, Ltd.

  DOI：

  10.1002/1099-1395(200006)13:6<337::aid-poc249>3.0.co;2-t
• 作为产物：
  描述：

  9-乙炔-9-芴醇 在 硫酸 、 mercury(II) sulfate 作用下， 生成 1-(9-hydroxy-9H-fluoren-9-yl)ethan-1-one
  参考文献：
  名称：

  Reactions of Some Aromatic Acetylenic Carbinols¹

  摘要：

  DOI：

  10.1021/ja01617a031

文献信息

• Ytterbium metal-promoted novel cross-coupling reaction between diaryl ketones and electrophiles
  作者：Zhaomin Hou、Kan Takamine、Osamu Aoki、Hiroyuki Shiraishi、Yuzo Fujiwara、Hiroshi Taniguchi

  DOI：10.1039/c39880000668

  日期：——

  In the presence of Yb metal, diaryl ketones react nucleophilically with octan-2-one, acetonitrile, epoxides, and CO2 to give the corresponding unsymmetrical pinacols, α-hydroxy ketones, 1,3-diols, and α-hydroxy carboxylic acids, respectively.

  在Yb金属存在下，二芳基酮与octan-2-one，乙腈，环氧化物和CO 2亲核反应，得到相应的不对称频哪醇，α-羟基酮，1,3-二醇和α-羟基羧酸，分别。
• COMPOSITIONS AND METHODS FOR THE TREATMENT OF PATHOLOGICAL CONDITION(S) RELATED TO GPR35 AND/OR GPR35-HERG COMPLEX
  申请人：Deng Huayun

  公开号：US20120022116A1

  公开（公告）日：2012-01-26

  Disclosed are compositions and methods for the prevention and/or treatment of diseases which are pathophysiologically related to GPR35, and/or GPR35-hERG signaling complex. For example, disclosed are compounds for preventing and/or treating diseases which are pathophysiologically related to GPR35 in a subject. The compounds having a formula (I), (II) or (III):

  揭示了与GPR35及/或GPR35-hERG信号复合物在病理生理上相关的疾病的预防和/或治疗的组合物和方法。例如，揭示了用于预防和/或治疗与GPR35在受试者中病理生理相关的疾病的化合物。这些化合物具有以下公式(I)、(II)或(III)：
• Iron(<scp>iii</scp>) chloride hexahydrate-promoted selective hydroxylation and chlorination of benzyl ketone derivatives for the construction of hetero-quaternary scaffolds
  作者：Tao Chen、Rui Peng、Wenxin Hu、Fu-Min Zhang

  DOI：10.1039/c6ob01733a

  日期：——

  A novel and tunable α-hydroxylation/α-chlorination of benzyl ketone derivatives has been developed for the construction of hetero-quaternary carbon centers by iron(III) chloride hexahydrate mediated selective transformations through the application of different oxidants, especially the crystal water in the catalyst as an OH source is firstly reported in this hydroxylation.

  已经开发了一种新颖且可调谐的苄基酮衍生物的α-羟基化/α-氯化方法，用于通过六水合氯化铁（III）介导的选择性转化，通过应用不同的氧化剂，尤其是在水中的结晶水，来构建杂四级碳中心。在该羟基化中首先报道了作为OH源的催化剂。
• Nucleophilic addition of lanthanoid metal umpoled diaryl ketones to electrophiles
  作者：Zhaomin Hou、Kan Takamine、Osamu Aoki、Hiroyuki Shiraishi、Yuzo Fujiwara、Hiroshi Taniguchi

  DOI：10.1021/jo00261a017

  日期：1988.12
• Über die Einwirkung von Brom auf 9-Acetylfluoren
  作者：Mitsuo Masaki、Masaki Ohta

  DOI：10.1246/bcsj.34.1257

  日期：1961.9