2,2-diphenyl-1-(2,6-dinitro-4-carboxyphenyl)hydrazine | 95024-55-8

• 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: 2,2-diphenyl-1-(2,6-dinitro-4-carboxyphenyl)hydrazine
• 英文别名: 2,2-diphenyl-1-(4-carboxy-2,6-dinitrophenyl)hydrazine；4-(N',N'-diphenylhydrazine)-3,5-dinitrobenzoic acid；4-(N',N'-diphenylhydrazino)-3,5-dinitrobenzoic acid；2,6-Dinitro-4-carboxy-N,N-diphenyl-phenylhydrazin；2,2-Diphenyl-1-(4-carboxy-2,6-dinitrophenyl)-hydrazine；4-(2,2-diphenylhydrazinyl)-3,5-dinitrobenzoic acid
• CAS: 95024-55-8
• 化学式: C₁₉H₁₄N₄O₆
• 分子量: 394.343
• InChiKey: MFEFILIQZXRDNO-UHFFFAOYSA-N

物化性质

• 沸点：
  561.2±60.0 °C(Predicted)
• 密度：
  1.531±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,2-diphenyl-1-(2,6-dinitro-4-carboxyphenyl)hydrazine 在 氯化亚砜 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 4-(2,2-Diphenylhydrazinyl)-3,5-dinitrobenzoyl chloride
  参考文献：
  名称：

  Ionitǎ, Petre; Constantinescu, Titus; Cǎldǎraru, Horia, Revue Roumaine de Chimie, 2001, vol. 46, # 4, p. 363 - 369

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氯-3,5-二硝基苯甲酸 、 N,N-二苯基肼 以 氯仿 为溶剂， 反应 2.0h， 生成 2,2-diphenyl-1-(2,6-dinitro-4-carboxyphenyl)hydrazine
  参考文献：
  名称：

  EPR Spectra of a Mono- and a Hetero-Diradical in Nematic and Isotropic Phases

  摘要：

  A hybrid hydrazine-nitroxide monoradical and the corresponding heterohydrazyl-nitroxide diradical were used as probes in 4-cyano-4'-pentylbiphenyl liquid crystal. EPR data (hyperfine constants, rotational time, and anisotropy parameter values) are reported in the range of 25 degrees C-55 degrees C. It was shown by EPR spectrometry that the nitroxide moiety gives an anisotropic triplet line, while the hydrazyl moiety cannot be detected under these conditions.

  DOI：

  10.1080/15421406.2012.676834

文献信息

• New Hydrazyl Derivatives with Multiple Properties
  作者：Madalina Tudose、Daniel Angelescu、Gabriela Ionita、Miron Caproiu、Petre Ionita

  DOI：10.2174/157017810790796309

  日期：2010.3.1

  4-(N,N-diphenylhydrazino)-3,5-dinitrobenzoic acid in reaction with 4-hydroxy-tempo, 4-aminobenzo-15- crown-5, and 1-bromoacetyl-pyrene, yielded the corresponding esters or amides, as yellow compounds. These hydrazines, by oxidation with lead dioxide, converted into the stable hydrazyl free radicals, with a purple-violet color. Same yellow hydrazines in reaction with alkali bases are converted into the corresponding salt of green color. The newly synthesized compounds were characterized by elemental analysis, IR, UV-Vis, 1H- and 13C-NMR, and EPR (where applicable). Acidbase, redox, fluorescence and complexation properties were also studied and discussed.

  4-(N,N-二苯肼基)-3,5-二硝基苯甲酸与 4-羟基-tempo、4-氨基苯并-15-冠-5 和 1-溴乙酰基-苯乙烯反应，生成相应的酯类或酰胺类黄色化合物。这些肼经二氧化铅氧化后，转化为稳定的肼自由基，呈现紫罗兰色。同样的黄色肼在与碱反应后会转化为相应的绿色盐。新合成的化合物通过元素分析、红外光谱、紫外可见光谱、1H- 和 13C-NMR 以及 EPR（如适用）进行了表征。此外，还对酸碱、氧化还原、荧光和络合特性进行了研究和讨论。
• Synthesis and Characterization of Some Novel Homo- and Hetero-Diradicals of Hydrazyl and Nitroxide Type
  作者：Petre Ionita、Floriana Tuna、Marius Andruh、Titus Constantinescu、Alexandru T. Balaban

  DOI：10.1071/ch06469

  日期：——

  congener 2,2-diphenyl-1-(4-cyano-2,6-dinitrophenyl)hydrazyl 2b, or from their reduced hydrazine counterparts 1a,b, it was possible to obtain the p-quinonoid compounds 4a,b by oxidation with ceric (Ce4+) sulfate, which by reduction gave the corresponding hydroxyl derivatives 2-phenyl-2-(4-hydroxyphenyl)-1-picrylhydrazine 5a or 2-phenyl-2-(4-hydroxyphenyl)-1-(4-cyano-2,6-dinitrophenyl)hydrazine 5b. These

  从众所周知的稳定自由基 2,2-diphenyl-1-picrylhydrazyl (DPPH; 2a) 及其同系物 2,2-diphenyl-1-(4-cyano-2,6-dinitrophenyl)hydrazyl 2b 开始，或从它们的还原肼对应物 1a、b，可以通过用硫酸铈 (Ce4+) 氧化得到对醌类化合物 4a、b，通过还原得到相应的羟基衍生物 2-苯基-2-(4-羟基苯基)-1 -苦味肼5a或2-苯基-2-(4-羟基苯基)-1-(4-氰基-2,6-二硝基苯基)肼5b。这些羟基衍生物 (5a,b) 与 4-羧基-TEMPO 或 2,2-二苯基-1-(4-羧基-2,6-二硝基苯基)肼反应形成相应的酯 6a,b 或 8a,b。这些酯（6a，b 和 8a，b）导致杂杂双自由基（氮氧-肼型）7a，b 或同型双自由基（肼-肼型）9a，b 用二氧化铅或高锰酸钾氧化。通过UV-vis、NMR
• Synthesis and characterisation of some novel hetero-diradicals containing linked hydrazyl and aminoxyl (nitroxide) moieties
  作者：Petre Ionita、Adrian C. Whitwood、Bruce C. Gilbert

  DOI：10.1039/b102748b

  日期：——

  We report the synthesis and characterisation of some novel hydrazine-derived monoradicals incorporating nitroxide 14, nitronyl-nitroxide15 and imino-nitroxide 16 functions, as well as the corresponding diradicals assigned the hydrazyl-nitroxide 17, hydrazyl-nitronyl-nitroxide 18 and hydrazyl-imino-nitroxide 19 structures. EPR, UV-Vis and electrochemical (CV) characteristics are reported, along with MS and NMR data where appropriate; pKa and BDE values are calculated as well as the average interelectronic separation in the triplet diradicals 18 and 19 obtained via solid-state EPR measurement and calculations. The reactions of these compounds with short-lived radicals generated by photolysis, as well with NO and NO2, are also reported.

  我们报告了一些新型肼基单卤化物的合成和特性，这些单卤化物具有硝基氧化物 14、硝酰基硝基氧化物 15 和亚氨基硝基氧化物 16 的功能，以及相应的二卤化物，即肼基硝基氧化物 17、肼基硝酰基硝基氧化物 18 和肼基亚氨基硝基氧化物 19 结构。报告了 EPR、UV-Vis 和电化学 (CV) 特性，并酌情提供了 MS 和 NMR 数据；计算了 pKa 和 BDE 值，以及通过固态 EPR 测量和计算获得的三重二元化合物 18 和 19 的平均电子间分离度。还报告了这些化合物与光解产生的短寿命自由基以及 NO 和 NO2 的反应。
• Matevosyan,R.O.; Ikrina,M.A., Journal of general chemistry of the USSR, 1963, vol. 33, p. 491 - 494
  作者：Matevosyan,R.O.、Ikrina,M.A.

  DOI：——

  日期：——
• OXIDATION CATALYST
  申请人：Asahi Kasei Chemicals Corporation

  公开号：EP1655070B1

  公开（公告）日：2015-07-15