ethyl 2,2-dinitroacetate | 87711-32-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2,2-dinitroacetate
• 英文别名: ethyl dinitroacetate；dinitro-acetic acid ethyl ester；Dinitro-essigsaeure-aethylester；Dinitroessigsaeure-ethylester
• CAS: 87711-32-8
• 化学式: C₄H₆N₂O₆
• mdl: MFCD03990589
• 分子量: 178.101
• InChiKey: XTOSJJOVLQRTIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2,2-dinitroacetate 反应 168.0h， 以92%的产率得到二羧酸乙酯基氧化呋咱
  参考文献：
  名称：

  Reactions of hexanitroethane with alcohols

  摘要：

  DOI：

  10.1021/jo00174a053
• 作为产物：
  描述：

  3-甲基-2-丁烯酸乙酯 在 硝酸 作用下， 生成 ethyl 2,2-dinitroacetate
  参考文献：
  名称：

  Wahl, Annales de Chimie (Cachan, France), 1912, vol. <8>25, p. 426

  摘要：

  DOI：

文献信息

• Nitrogen-rich salts based on the combination of 1,2,4-triazole and 1,2,3-triazole rings: a facile strategy for fine tuning energetic properties
  作者：Zhen Xu、Guangbin Cheng、Shunguan Zhu、Qiuhan Lin、Hongwei Yang

  DOI：10.1039/c7ta08941d

  日期：——

  4-nitro-5-(1,2,4-triazol-3-yl)-2H-1,2,3-triazole compounds in combination with different energetic moieties like amino, nitrimino, nitro, and azo groups is presented. Furthermore, a novel family of energetic salts based on the 4-nitro-5-(5-R-1,2,4-triazol-3-yl)-2H-1,2,3-triazole (2: R = nitrimino; 3: R = nitro) monoanion and dianion were controllably synthesized. All new compounds were fully characterized

  四个中性的4-硝基-5-（1,2,4-三唑-3-基）-2 H -1,2,3-三唑化合物与不同的高能基团（如氨基，亚硝基，硝基和三氟甲基）结合合成给出了偶氮基团。此外，基于4-硝基-5-（5-R-1,2,4-三唑-3-基）-2 H -1,2,3-三唑的新型高能盐家族（2：R =可控制地合成了亚硝基亚胺；3：R ＝硝基）一价阴离子和二价阴离子。所有新化合物均通过IR和多核NMR光谱，元素分析和DSC测量得到了充分表征。的分子结构2，3，8和17通过单晶X射线衍射确定。此外，分别使用Gaussian 09和EXPLO5 v6.01程序计算了所有高能化合物的形成热和爆轰性能。实验和理论评估都显示了这些高能化合物的良好性能，例如高密度，正形成热，高热稳定性，良好的敏感性和出色的爆炸性能。其中，6，7，14至16，24和25表现出有利的整体性能的高能材料。
• Synthesis of ?-functional nitro compounds by the nitration of activated carbonyl compounds in a two-phase system
  作者：V. P. Kislyi、A. L. Laikhter、B. I. Ugrak、V. V. Semenov

  DOI：10.1007/bf00699138

  日期：1994.1

  Abstract2-Nitro-1,3-dicarbonyl and α-nitromonocarbonyl compounds were synthesized in the yields varying from moderate (30 %) to nearly quantitative by the nitration of β-dicarbonyl compounds in a two-phase system: sulfuric/nitric acid mixture-chloroform at - 10÷10 °C. The use of phase transfer conditions made it possible to avoid the formation of furoxans as by-products and to simplify the isolation

  摘要 2-硝基-1,3-二羰基和α-硝基单羰基化合物通过在两相系统中硝化β-二羰基化合物合成，产率从中等（30%）到几乎定量不等：硫酸/硝酸混合物-氯仿在 - 10÷10 °C。相转移条件的使用可以避免呋喃作为副产物的形成并简化产物的分离。这种方法在制备各种 α-官能硝基化合物（包括那些含有 CF3-基团的化合物）中很常见。关键词：硝化，α-官能硝基化合物。
• Synthesis and Crystal Structure of 4-Methyl-5-nitro-1,2,3-triazole
  作者：Huan Huo、Bo-Zhou Wang、Jun Dong、Lin Ma、Cheng Zhou

  DOI：10.14233/ajchem.2014.16193

  日期：——

  4-Methyl-5-nitro-1,2,3-triazole was synthesized from ethyl 2,2-dinitroacetate by cyclization. The structure of the compound was characterized by 1H NMR, 13C NMR, FT-IR, elementary analysis and X-ray single-crystal diffraction analysis. The title compound (C3H4N4O2, Mr = 129.11) was crystallized in orthorhombic system, Pbca space group with a = 8.7139(17), b = 9.8198(19), c = 12.889(3)Å, V = 1102.9(4) Å3, Z = 8, Dc = 1.555 g/cm3, l = 0.071073 Å, μ(MoKa) = 0.131 mm-1, F(000) = 536, S = 1.021, R = 0.0490 and wR = 0.1468 for 1559 observed reflections with I > 2s(I).

  4-Methyl-5-nitro-1,2,3-triazole 由 2,2-dinitroacetate 乙酯环化合成。该化合物的结构通过 1H NMR、13C NMR、FT-IR、基本分析和 X 射线单晶衍射分析进行了表征。标题化合物（C3H4N4O2，Mr = 129.11）结晶为正方晶系，Pbca 空间群，a = 8.7139(17)，b = 9.8198(19)，c = 12.889(3)埃，V = 1102.9(4) Å3, Z = 8, Dc = 1.555 g/cm3, l = 0.071073 Å, μ(MoKa) = 0.131 mm-1, F(000) = 536, S = 1.021, R = 0.0490 and wR = 0.1468 for 1559 observed reflections with I > 2s(I).
• Chemistry of dinitroacetonitrile—IV
  作者：Charles O. Parker

  DOI：10.1016/s0040-4020(01)99009-x

  日期：1962.1
• Gem-dinitro compounds in organic synthesis. 3. Syntheses of 4-nitro-1,2,3-triazoles from gem-dinitro compounds
  作者：A. T. Baryshnikov、V. I. Erashko、N. I. Zubanova、B. I. Ugrak、S. A. Shevelev、A. A. Fainzil'berg、A. L. Laikhter、L. G. Mel'nikova、V. V. Semenov

  DOI：10.1007/bf01150904

  日期：1992.4

  Several chemoselective syntheses have been developed for 4-nitro-1,2,3-triazoles from sodium azide and gem-dinitroethylenes prepared from readily available transformation products of dinitroacetic acid ester: N-(beta,beta-dinitroethyl)-N,N-dialkylamines, 2,2-dinitroethanol acetate, a mixture of dinitroacetic acid ester with aliphatic aldehydes, or 1,1,1-trinitroalkanes. Hitherto-unknown 4-nitro-5-amino- and 4,5-dinitro-1,2,3-triazoles have been synthesized via successive transformations of the CH3 groups in 5-nitro-4-methyltriazole. Nitration of 4-nitro-1,2,3-triazole with nitronium fluoroborate or acetyl nitrate gave an unknown 2,4-dinitro-1,2,3-triazole.