N-(2,4-dinitrophenyl)semicarbazide | 74367-79-6

• 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: N-(2,4-dinitrophenyl)semicarbazide
• 英文别名: 2,4-dinitrophenylsemicarbazide；1-(2,4-dinitro-phenyl)-semicarbazide；1-(2,4-Dinitro-phenyl)-semicarbazid；(2,4-Dinitroanilino)urea
• CAS: 74367-79-6
• 化学式: C₇H₇N₅O₅
• mdl: MFCD00085439
• 分子量: 241.163
• InChiKey: RGBOVHBCLJPNND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  159
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,4-二硝基苯肼 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium carbonate 作用下， 以 1,2-二氯乙烷 、 丙酮 为溶剂， 反应 0.34h， 生成 N-(2,4-dinitrophenyl)semicarbazide
  参考文献：
  名称：

  Synthesis of New Organophosphorus Derivatives of Acylureas and Acylsemicarbazides

  摘要：

  A convenient route to phosphorus acylureas and acylsemicarbazides is reported. The syntheses of the new compounds involve the reaction between a chloroacetyl compound and various phosphorus starting materials (dithiophosphate, phosphine, phosphite and phosphinite).

  DOI：

  10.1080/00397919608005231

文献信息

• Giua, Gazzetta Chimica Italiana, 1923, vol. 53, p. 848
  作者：Giua

  DOI：——

  日期：——
• Nucleophilic reactivity: nucleophilic aromatic substitution reactions of 2,4-dinitrochlorobenzene and picryl chloride in aqueous and methanol solutions
  作者：Joseph R. Gandler、Irianto U. Setiarahardjo、Chrisanthus Tufon、Chinpan Chen

  DOI：10.1021/jo00041a021

  日期：1992.7

  Rate constants for nucleophilic aromatic substitution reactions of picryl chloride, I, with acetate ion and a series of amine nucleophiles, including primary, secondary, tertiary (quinuclidines), and amines which show the alpha-effect, in aqueous and methanol solutions have been measured. Rate constants have also been measured, in water, for the reactions of 2,4-dinitrochlorobenzene, II, with trifluoroethylamine and semicarbazide. Reactions of picryl chloride with 3-quinuclidinol and DABCO yield picrate ion via general base catalyzed hydrolysis. On the other hand, reaction with quinuclidine proceeds at least in part via a mechanism in which N-picrylquinuclidinium ion is formed and then converted into a N-picrylpiperidine derivative. When the kinetic data are combined with data previously reported in the literature, the slopes of plots of log of the second-order rate constants against Ritchie's N+ parameter are 0.95 +/- 0.13 and 0.79 +/- 0.11 for the reactions of 2,4-dinitrochlorobenzene and picryl chloride, respectively (the reported error limits are the 95% confidence intervals). Steric effects may be important in these reactions, but these effects do not significantly change the slopes of the N+ correlation lines. The slope smaller than one for the reactions of picryl chloride is consistent with decreased selectivity towards nucleophilic attack, and with the modified form of Ritchie's equation, log k = S+N+ + log k0, in which relative nucleophilic reactivities are substrate dependent.
• Novel hydrazine compound, process for the preparation of the same, and non-linear optical organic material
  申请人：MITSUI PETROCHEMICAL INDUSTRIES, LTD.

  公开号：EP0534596B1

  公开（公告）日：1997-09-17
• Synthesis of New Organophosphorus Derivatives of Acylureas and Acylsemicarbazides
  作者：Françoise Plénat、Murielle Cassagne、Henri Jean Cristau

  DOI：10.1080/00397919608005231

  日期：1996.8

  A convenient route to phosphorus acylureas and acylsemicarbazides is reported. The syntheses of the new compounds involve the reaction between a chloroacetyl compound and various phosphorus starting materials (dithiophosphate, phosphine, phosphite and phosphinite).