9-oxo-9H-2-fluorenyl acetate | 57247-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-oxo-9H-2-fluorenyl acetate
• 英文别名: 2-acetoxy-9H-fluoren-9-one；2-acetoxy-fluoren-9-one；2-Acetoxy-fluoren-9-on；9-Oxo-9h-fluoren-2-yl acetate；(9-oxofluoren-2-yl) acetate
• CAS: 57247-77-5
• 化学式: C₁₅H₁₀O₃
• 分子量: 238.243
• InChiKey: VCYQRZKSWZQERK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-oxo-9H-2-fluorenyl acetate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 2-羟基-9-芴
  参考文献：
  名称：

  Asymmetry in molecular ordering in the nematic phase: DMR study

  摘要：

  Deuterium nuclear magnetic resonance (2H-NMR) was performed on the rigid perdeuterated fluorene segment of the compound 2-fluorenyl-4′-tetradecyloxy benzoate (FLOC 14-d9) to unambiguously measure the order parameter U which reflects the degree of asymmetric ordering of the molecule in the nematic liquid crystalline phase. Measurements of U showed this parameter to be finite at all temperatures in the nematic phase indicative of the uniaxial phase U2 described in the Allender–Lee generalized Landau theory. Mixtures of FLOC 14-d9 with compounds consisting of molecules more cylindrical in shape were also studied to examine their effect on the parameter U. Other parameters such as the degree of order S and the orientation of the principal axes of the Maier–Saupe order matrix were measured and are discussed.

  DOI：

  10.1063/1.454209
• 作为产物：
  描述：

  2-乙酰基芴-9-酮 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成 9-oxo-9H-2-fluorenyl acetate
  参考文献：
  名称：

  Asymmetry in molecular ordering in the nematic phase: DMR study

  摘要：

  Deuterium nuclear magnetic resonance (2H-NMR) was performed on the rigid perdeuterated fluorene segment of the compound 2-fluorenyl-4′-tetradecyloxy benzoate (FLOC 14-d9) to unambiguously measure the order parameter U which reflects the degree of asymmetric ordering of the molecule in the nematic liquid crystalline phase. Measurements of U showed this parameter to be finite at all temperatures in the nematic phase indicative of the uniaxial phase U2 described in the Allender–Lee generalized Landau theory. Mixtures of FLOC 14-d9 with compounds consisting of molecules more cylindrical in shape were also studied to examine their effect on the parameter U. Other parameters such as the degree of order S and the orientation of the principal axes of the Maier–Saupe order matrix were measured and are discussed.

  DOI：

  10.1063/1.454209

文献信息

• Al(OTf)3 as a highly efficient catalyst for the rapid acetylation of alcohols, phenols and thiophenols under solvent-free conditions
  作者：Ahmed Kamal、M. Naseer A. Khan、K. Srinivasa Reddy、Y.V.V. Srikanth、T. Krishnaji

  DOI：10.1016/j.tetlet.2007.03.162

  日期：2007.5

  Aluminium triflate (0.01–0.1 mol %) was found to be an efficient catalyst for the acylation of alcohols, phenols, thiols and sugars with acetic anhydride in high yields under solvent-free conditions in a short reaction time at room temperature. Racemization of optically active alcohols and epimerization of sugars were not observed. The acylation efficacy of various acyl donors was also investigated

  三氟甲磺酸铝（0.01–0.1 mol％）被发现是在室温下短时间内无溶剂条件下高产率地用乙酸酐酰化醇，酚，硫醇和糖的有效催化剂。没有观察到旋光性醇的消旋化和糖的差向异构化。还研究了各种酰基供体的酰化效力。
• Tuning HOMO-LUMO levels: trends leading to the design of 9-fluorenone scaffolds with predictable electronic and optoelectronic properties
  作者：Galen L. Eakins、Joshua S. Alford、Brandon J. Tiegs、Bryan E. Breyfogle、Chad J. Stearman

  DOI：10.1002/poc.1864

  日期：2011.11

  molecular orbital–lowest unoccupied molecular orbital (HOMO–LUMO) tuning is an important consideration in the development of organic‐based semiconducting materials. A study of the specific effects and overall trends for the HOMO–LUMO tuning of a diverse series of 9‐fluorenones by means of extended conjugation and substituent effects is described. Trends were explored in a range of compounds, beginning with

  在有机基半导体材料的开发中，最高占据分子轨道-最低最低未占据分子轨道（HOMO-LUMO）调整是一个重要的考虑因素。本文介绍了通过扩展的共轭和取代基效应，对一系列9-芴酮进行HOMO-LUMO调节的具体作用和总体趋势。探索了一系列化合物的趋势，从具有高吸电子取代基的结构开始，一直发展到具有高给电子取代基的结构。还检查了结合增加的化合物。电化学和光学测量用于计算每个结构的HOMO-LUMO水平和HOMO-LUMO带隙（HLG）。比较了两种方法的结果，并将其与分子结构的差异相关联。观察到增加取代基的供电子特性可降低HLG并增加HOMO和LUMO的能级，而吸电子特性的提高则产生相反的结果。共轭的增加降低了HLG，增加了HOMO能级，但降低了LUMO能级。取代基对羰基的影响的光谱证据表明，取代基通过影响羰基内非键合电子的可利用性而直接影响HLG，从而影响nπ*跃迁的可能性。所提供的数据不仅详细说明
• Photopolymerization initiator and photopolymerizable composition
  申请人：Tokuyama Corporation

  公开号：EP1431315A2

  公开（公告）日：2004-06-23

  A photopolymerization initiator comprising (A) a photo acid-generating compound such as diaryliodonium salt (e.g., diphenyl iodonium, bis(p-chlorophenyl)iodonium, etc.,), (B) a photo oxidation radical-generating compound such as diarylketone compound, α-diketone compound or ketocoumarin compound, and (C) a fused polycyclic aromatic compound such as 1,4-dimethylnaphthalene, 1-methylanthracene, 9-methylanthracene, 9,10-dimethylanthracene or 9,10-diethylanthracene. The photopolymerization initiator makes it possible to efficiently polymerize the cationically polymerizable monomer by the irradiation with visible light.

  一种光聚合引发剂，包括(A) 光酸生成化合物，如二芳基碘鎓盐（如二苯基碘鎓、双（对氯苯基）碘鎓等），(B) 光氧化自由基生成化合物，如二芳基酮化合物、α-二酮化合物或酮香豆素化合物，以及(C) 熔融多环芳基化合物、(C) 熔融多环芳烃化合物，如 1,4-二甲基萘、1-甲基蒽、9-甲基蒽、9,10-二甲基蒽或 9,10-二乙基蒽。光聚合引发剂可以使阳离子可聚合单体在可见光的照射下有效聚合。
• Cationically curable composition for dental use
  申请人：TOKUYAMA CORPORATION

  公开号：EP1591098A1

  公开（公告）日：2005-11-02

  A cationically curable composition for dental use containing a cationic polymerization initiator (I) and cationically polymerizable monomers (II), the cationically polymerizable monomers (II) containing an oxetane compound and an epoxy compound or an alkenyl ether compound at a ratio of amounts that satisfy the conditions expressed by the following formula,         (a x A) : (b x B) = 91 : 9 to 45 : 55    wherein A is a mol number of the oxetane compound, "a" is an average number of the oxetane functional group contained in one molecule of the oxetane compound, B is a mol number of the epoxy compound or the alkenyl ether compound, and "b" is an average number of the epoxy functional group contained in one molecule of the epoxy compound or an average number of the alkenyl ether functional group contained in one molecule of the alkenyl ether compound. The composition is not hindered by oxygen from being polymerized, cures quickly even without using a special polymerizable monomer or a particular polymerization initiator, little forms an unpolymerized layer on the surface even when polymerized and cured in a highly humid environment such as in the oral cavity, and is suited as a filling/restorative material for dental use.

  一种用于牙科的阳离子固化组合物，含有阳离子聚合引发剂（I）和阳离子可聚合单体（II），阳离子可聚合单体（II）含有氧杂环丁烷化合物和环氧化合物或烯基醚化合物，其用量比例满足下式所表示的条件、 (a x A) : (b x B) = 91 : 9 至 45 ：55 其中 A 是氧杂环丁烷化合物的摩尔数，"a "是一分子氧杂环丁烷化合物中所含的氧杂环丁烷官能团的平均数，B 是环氧化合物或烯基醚化合物的摩尔数，"b "是一分子环氧化合物中所含的环氧官能团的平均数或一分子烯基醚化合物中所含的烯基醚官能团的平均数。 该组合物的聚合不受氧气阻碍，即使不使用特殊的可聚合单体或特定的聚合引发剂也能快速固化，即使在口腔等高湿度环境中聚合固化，也几乎不会在表面上形成未聚合层，适合作为牙科用填充/修复材料。
• PHOTOPOLYMERIZATION INITIATOR AND PHOTOCURABLE COMPOSITION
  申请人：Tokuyama Dental Corporation

  公开号：EP3427716A1

  公开（公告）日：2019-01-16

  A photopolymerization initiator including (a) a photosensitizer, (b) a tertiary amine compound and (c) an aryliodonium salt wherein, as the aryliodonium salt (c), there is selected the one that generates an acid having a dissociation constant of not less than -3.0 in water of 25°C.

  一种光聚合引发剂，包括(a)一种光敏剂，(b)一种叔胺化合物和(c)一种芳基碘鎓盐，其中，作为芳基碘鎓盐(c)，选择在 25°C 水中生成解离常数不小于-3.0 的酸的一种。