ethyl 3,5-dinitro-4-methylbenzoate | 5400-86-2

• 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: ethyl 3,5-dinitro-4-methylbenzoate
• 英文别名: ethyl 4-methyl-3,5-dinitrobenzoate；4-methyl-3,5-dinitro-benzoic acid ethyl ester；4-Methyl-3,5-dinitro-benzoesaeure-aethylester；3,5-Dinitro-p-toluylsaeure-ethylester；3.5-Dinitro-p-tolylsaeureethylester
• CAS: 5400-86-2
• 化学式: C₁₀H₁₀N₂O₆
• mdl: MFCD00445106
• 分子量: 254.199
• InChiKey: PSWSYSXZAYFPQB-UHFFFAOYSA-N

物化性质

• 熔点：
  69-70 °C
• 沸点：
  371.3±37.0 °C(Predicted)
• 密度：
  1.383±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  ethyl 3,5-dinitro-4-methylbenzoate 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 4.5h， 生成 3,5-bis(3,5-dimethoxybenzoylamino)-4-methylbenzoic acid
  参考文献：
  名称：

  A Convenient Protocol for the Synthesis of Ligands from a 4-Methyl-3,5-diacylaminophenyl Platform

  摘要：

  The synthesis of stable and highly organized phenanthroline, terpyridine, and pyridino-oxazoline ligands bearing one or two 4-methyl-3,5-diacylaminophenyl modules equipped with two lateral dialkoxyphenyl groups has been performed using EDC.HCl and DMAP reagents in the final coupling reaction. Evidently, in the final ligands and in the solid state intermolecular hydrogen bonding maintains the coherence of the tridimensional structure as clearly evidenced by FT-IR and X-ray diffraction spectroscopy in the cases of the methoxy ligands. The supramolecular packing is also maintained by additional pi-pi stacking interactions.

  DOI：

  10.1021/jo049587g
• 作为产物：
  描述：

  3,5-二硝基-4-甲基苯甲酸 在 氯化亚砜 作用下， 生成 ethyl 3,5-dinitro-4-methylbenzoate
  参考文献：
  名称：

  Sah, Recueil des Travaux Chimiques des Pays-Bas, 1939, vol. 58, p. 582,587

  摘要：

  DOI：

文献信息

• An atom economical method for the direct synthesis of quinoline derivatives from substituted o-nitrotoluenes
  作者：Guiyan Liu、Maocong Yi、Lu Liu、Jingjing Wang、Jianhui Wang

  DOI：10.1039/c4cc09358e

  日期：——

  one-pot procedure for the preparation of substituted quinolines from substituted o-nitrotoluenes with electron-withdrawing groups and olefins (acrylic esters and acrylonitriles) using a cesium catalyst has been developed. A plausible [2+4] cycloaddition mechanism is proposed. This method uses nitroaromatic compounds as the starting materials to give quinoline derivatives in good to high yields under mild

  已经开发出一种高效的一锅法，使用铯催化剂由具有吸电子基团的取代邻硝基甲苯和烯烃（丙烯酸酯和丙烯腈）制备取代喹啉。提出了一个合理的[2 + 4]环加成机理。该方法以硝基芳族化合物为起始原料，在温和条件下，无需过渡金属催化，即可以良好或高收率获得喹啉衍生物。它为可以用于工业过程的喹啉衍生物的合成提供了一种原子经济的途径。
• Synthesis of Oligopyridinic Scaffolds from Amido Substituted Phenyl Rings for Extended Hydrogen Bonding
  作者：Raymond Ziessel、Guillaume Pickaert

  DOI：10.1055/s-2004-831241

  日期：——

  A series of phenanthroline, terpyridine and pyridino-oxazoline ligands combining a 4-methyl-3,5-diacylaminophenyl platform and two dialkoxyphenyl groups has been prepared by a linear multistep protocol. The synthetic potential of 4-methyl-3,5-(diacyl­aminodialkoxyphenyl)benzoic acids was assessed by the construction, in a single step, of the chelating fragments. The grafting of these nitrogen-based groups is realized by the use of EDC·HCl and DMAP reagents under mild conditions. The synthetic methods reported herein provide a practical approach to the rational design of ligands bearing various kinds of functionalities such as the ester and amido linkages as well as the paraffin chains. A significant merit of this method is that it allows the introduction of the 4-methyl-3,5-diacylaminophenyl platform onto the oligopyridinic framework at the end of the synthetic protocol.

  一系列结合了4-甲基-3,5-双酰胺苯基平台和两个二烷氧基苯基的菲咯啉、三吡啶和喹啉-噁唑啉配体通过线性多步方法制备。通过在单步反应中构建配位片段，评估了4-甲基-3,5-(双酰胺二烷氧基苯基)苯甲酸的合成潜力。这些氮基团的接枝是通过在温和条件下使用EDC·HCl和DMAP试剂实现的。本文报告的合成方法提供了一种实用的途径，以合理设计具有各种功能的配体，如酯键、酰胺键以及石蜡链。这种方法的一个显著优点是它允许在合成方法的末端将4-甲基-3,5-双酰胺苯基平台引入到寡吡啶框架中。
• Mild Synthesis of Polyfunctional Benzimidazoles and Indoles by the Reduction of Functionalized Nitroarenes with Phenylmagnesium Chloride
  作者：Wolfgang Dohle、Anne Staubitz、Paul Knochel

  DOI：10.1002/chem.200305090

  日期：2003.11.7

  Phenylmagnesium chloride has been used for the conversion of selected nitroarenes into nitrenes. Their insertion into a neighboring sp(2) C-H bond yielded functionalized heterocycles. A novel and mild synthesis of polyfunctional benzimidazoles and indoles is described.

  苯基氯化镁已用于将选定的硝基芳烃转化为腈。他们插入到相邻的sp（2）CH键产生官能化的杂环。描述了一种新颖且温和的多官能苯并咪唑和吲哚的合成方法。
• Synthesis of Quinoline and 1,2,3,4-Tetrahydroquinoline Derivatives from Substituted<i>o</i>-Nitrotoluenes via Cesium-promoted [2 + 4] Cycloaddition
  作者：Weijie Guo、Maocong Yi、Jianhui Wang、Guiyan Liu

  DOI：10.1002/cjoc.201700150

  日期：2017.10

  the synthesis of quinoline and 1,2,3,4‐tetrahydroquinoline derivatives from o‐nitrotoluenes bearing electron‐withdrawing groups and olefins (acrylic esters, acrylonitriles, and methyl acrylates) via a base‐catalyzed [2 + 4] cycloaddition. This simple, rapid, and environment‐ friendly method provides a practical pathway for the synthesis of quinoline and 1,2,3,4‐tetrahydroquinoline derivatives. The

  已开发出一种原子经济高效的方法，可通过一种碱从带有载电子体的邻硝基甲苯和烯烃（丙烯酸酯，丙烯腈和丙烯酸甲酯）合成喹啉和1,2,3,4-四氢喹啉衍生物。催化[2 + 4]环加成。这种简单，快速且环境友好的方法为合成喹啉和1,2,3,4-四氢喹啉衍生物提供了实用的途径。起始原料容易获得，并且以良好至优异的产率获得了37种产品。
• Derivatives of 4-sulfanylalkyl-3,5-dinitrobenzyl alcohol and method for preparing the same
  申请人：——

  公开号：US20040147786A1

  公开（公告）日：2004-07-29

  The present invention is directed to a novel 4-sulfanylalkyl-3,5-dinitro benzyl alcohol compound and its preparation method, more specifically, derivatives of 4-sulfanylalkyl-3,5-dinitro benzyl alcohol compound having the following formula 1 and its preparation method: 1 wherein, R is hydrogen, alkyl group, or acetyl group, and n is an integer of 1 to 25. The organic compound of the present invention can be used as a material for molecular electronic device.

  本发明涉及一种新型的4-硫基烷基-3,5-二硝基苯甲醇化合物及其制备方法，更具体地说，涉及具有以下式子1的4-硫基烷基-3,5-二硝基苯甲醇化合物的衍生物及其制备方法：1其中，R为氢、烷基或乙酰基，n为1至25的整数。本发明的有机化合物可用作分子电子器件的材料。