N-methoxy-2,4,6-trinitro-benzenamine | 24914-56-5

• 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-methoxy-2,4,6-trinitro-benzenamine
• 英文别名: N-methoxy-2,4,6-trinitroaniline；Benzenamine, N-methoxy-2,4,6-trinitro-
• CAS: 24914-56-5
• 化学式: C₇H₆N₄O₇
• 分子量: 258.147
• InChiKey: GBMUNAANJYFKPE-UHFFFAOYSA-N

物化性质

• 熔点：
  165.0 °C
• 沸点：
  353.1±52.0 °C(Predicted)
• 密度：
  1.712±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：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  159
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-methoxy-2,4,6-trinitro-benzenamine 在 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 以100%的产率得到1,2,3,5-四硝基苯
  参考文献：
  名称：

  Synthesis of polynitrobenzenes. Oxidation of polynitroanilines and their N-hydroxy, N-methoxy, and N-acetyl derivatives

  摘要：

  DOI：

  10.1021/jo00177a023
• 作为产物：
  描述：

  N-methoxy-2,6-dinitroaniline 在 18-冠醚-6 、 sodium nitrite 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 N-methoxy-2,4,6-trinitro-benzenamine
  参考文献：
  名称：

  Covaci, Irina Cristina; Constantinescu, Titus; Ioniţǎ, Petre, Revue Roumaine de Chimie, 1999, vol. 44, # 9, p. 823 - 829

  摘要：

  DOI：

文献信息

• Hyperfine couplings ofN-alkoxy-N-polynitrophenylaminyl radicals determined by ENDOR and TRIPLE resonance spectroscopy
  作者：Teemu J. Sumi、Gabriela Stanciuc、Seppo Kasa、Heikki Joela

  DOI：10.1002/mrc.1260330704

  日期：1995.7

  Lead tetraacetate one‐electron oxidation of nine different N‐alkoxy‐2,6‐dinitroanilines substituted with trifluoromethyl, methyl and nitro groups in position 4 yielded aminyl radicals for which hyperfine couplings were measured by ENDOR and TRIPLE resonance spectroscopy. The optimum temperature range for proton ENDOR and general TRIPLE resonance measurements of aminyl radicals was 210–250 K and for

  九种不同的 N-烷氧基-2,6-二硝基苯胺在 4 位被三氟甲基、甲基和硝基取代的四乙酸铅单电子氧化产生氨基自由基，通过 ENDOR 和三重共振光谱测量其超精细耦合。质子 ENDOR 和氨基自由基的一般三重共振测量的最佳温度范围为 210-250 K，而氮 ENDOR 的最佳温度范围为甲苯中的 260 K。进一步降低温度会迅速降低 EPR 强度。优化样品的浓度和氧化剂的量以获得 ENDOR 光谱。氮、氟和质子的超精细耦合的相对符号是在一般三重共振实验的基础上确定的。N-甲氧基-N-2,6-二硝基苯胺和N-乙氧基-N-2的氧化，具有四乙酸铅的 6-二硝基苯胺首先在低温（低于 260 K）下产生各自 2,6-二硝基化合物的氨基自由基，然后很快通过一条路线生成各自 2,4,6-三硝基化合物的氨基自由基其中氢气必须从系统中去除。估计 N-甲氧基-和 N-乙氧基-N-2,4,6-三硝基苯胺基自由基的旋
• Factors affecting the stability and equilibria of free radicals. XIII. N-alkoxy- and N-aralkoxypicrylamines and ESR spectra of the corresponding capto-dative persistent aminyls
  作者：Gabriela Stanciuc、M.Teodor Caproiu、Agneta Caragheorgheopol、Horia Caldararu、Alexandru T Balaban、Robert I Walter

  DOI：10.1016/0022-2364(87)90314-3

  日期：1987.10
• 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.
• Covaci, Irina; Constantinescu, Titus; Cǎproiu, Miron T., Revue Roumaine de Chimie, 1999, vol. 44, # 6, p. 531 - 537
  作者：Covaci, Irina、Constantinescu, Titus、Cǎproiu, Miron T.、Dumitraşcu, Florea、Luca, Constantin、Balaban, Alexandru T.

  DOI：——

  日期：——
• Covaci; Constantinescu; Caproiu, Polish Journal of Chemistry, 2001, vol. 75, # 10, p. 1427 - 1440
  作者：Covaci、Constantinescu、Caproiu、Caldararu、Ionita、Balaban

  DOI：——

  日期：——