2-(anthracen-9-ylmethylene)-1H-indene-1,3(2H)-dione | 31060-60-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-(anthracen-9-ylmethylene)-1H-indene-1,3(2H)-dione
• 英文别名: 2-(anthracen-9-ylmethylene)-2H-indene-1,3-dione；2-[9]anthrylmethylene-indan-1,3-dione；2-[9]Anthrylmethylen-indan-1,3-dion；2-(Anthracen-9-ylmethylidene)indene-1,3-dione
• CAS: 31060-60-3
• 化学式: C₂₄H₁₄O₂
• 分子量: 334.374
• InChiKey: ZUYDSJGRTZFYOT-UHFFFAOYSA-N

物化性质

• 沸点：
  601.1±55.0 °C(Predicted)
• 密度：
  1.350±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(anthracen-9-ylmethylene)-1H-indene-1,3(2H)-dione 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 4-[9]anthryl-2-methyl-5-oxo-5H-indeno[1,2-b]pyridine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  与9-蒽醛反应。

  摘要：

  DOI：

  10.1126/science.112.2911.440
• 作为产物：
  描述：

  1,3-茚满二酮 、 1-anthracen-9-yl-N-methylmethanimine oxide 以 二氯甲烷 为溶剂， 反应 2.0h， 以80%的产率得到2-(anthracen-9-ylmethylene)-1H-indene-1,3(2H)-dione
  参考文献：
  名称：

  Solvent-dependent reactivities of acyclic nitrones with β-diketones: catalyst-free syntheses of endiones and enones

  摘要：

  Reactions of the nitrones -O+N(Me)=C(H)Ar 1 (Ar=phenyl 1a, 4-methylphenyl 1b, 2,4,6-trimethylphenyl 1c, and anthracen-9-yl 1d) with the cyclic beta-diketones 1,3-indandione 2 or barbituric acid 3 in CH2Cl2, afford the corresponding endiones 2'a-2'd or 3'a-3'd. In contrast, dimedone 4 reacts with 1a or 1b to give the endione 4'a or 4'b and the bis-adduct 4 '' a or 4 '' h. Nevertheless, reaction of 4 with 1c or 1d in CH2Cl2 furnishes only the endione adducts 4'c or 4'd. However, the reaction of 4 with 1a or 1b in methanol gives only 4 '' a or 4 '' b, respectively. Among acyclic beta-diketones only malonic acid 7 reacts with 1a-1c. Reaction of 7 with 1a in CH2Cl2 forms cinnamic acid 7 '' a, whereas in the case of 1b, the endione 7'b and (E)-3-p-tolylacrylic acid 7 '' b are obtained. The nitrone 1c reacts with 7 in CH2Cl2 to afford the endione 7'c or with acetone yielding (E)-4-mesitylbut-3-en-2-one 8. X-ray analyses are reported for 4'c, 5, and 7 '' b. In addition, the calculated acidity of the hydrogen at the alpha-C atom is shown to correlate with the reactivity of the beta-diketones with nitrones. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.086

文献信息

• Structural Effects in the Indanedione Skeleton for the Design of Low Intensity 300–500 nm Light Sensitive Initiators.
  作者：Pu Xiao、Frédéric Dumur、Bernadette Graff、Fabrice Morlet-Savary、Loïc Vidal、Didier Gigmes、Jean Pierre Fouassier、Jacques Lalevée

  DOI：10.1021/ma402149g

  日期：2014.1.14

  photoinitiating systems upon very low visible light intensities: blue lights (e.g., household blue LED bulb at 462 nm) or even a halogen lamp exposure. One of them (ID2) is particularly efficient for cationic, radical and thiol–ene photopolymerizations as well as for the synthesis of interpenetrated polymer networks (IPNs). It can be useful to overcome the oxygen inhibition. ID2 based photoinitiating systems

  新合成的茚并二酮衍生物与碘鎓盐，N-乙烯基咔唑，胺，苯甲酰溴或2,4,6-三（三氯甲基）-1,3,5-三嗪结合在一起，已在非常低的可见光强度下用作光引发体系：蓝光（例如462 nm的家用蓝色LED灯泡）或卤素灯暴光。其中之一（ID2）对于阳离子，自由基和硫醇烯的光聚合以及互穿聚合物网络（IPN）的合成特别有效。克服氧的抑制作用可能是有用的。也可以选择基于ID2的光引发系统来减少Ag +并在合成聚合物中原位形成Ag（0）纳米粒子。通过电子自旋共振自旋俘获，荧光，循环伏安法，激光闪光光解和稳态光解技术研究了（光）化学机理。
• A Fluorescence Turn-on Sensor for Cyanide Anion Based on Exciplex Signaling Mechanism
  作者：Xianshu Zhou、Hengquan Yang、Junsheng Hao、Caixia Yin、Diansheng Liu、Wei Guo

  DOI：10.1246/cl.2012.518

  日期：2012.5.5

  A new fluorescent chemosensor comprising anthracene and indanedione-based Michael receptor, which recognizes cyanide anion with high selectivity was designed and synthesized. The Michael addition o...

  设计并合成了一种包含蒽和茚满二酮基迈克尔受体的新型荧光化学传感器，可高选择性识别氰化物阴离子。迈克尔加法...