2,2,2-trinitroethyl 2-nitroethyl ether | 133178-83-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 原羧酸衍生物
• 英文名称: 2,2,2-trinitroethyl 2-nitroethyl ether
• 英文别名: 2,2,2-trinitroethyl ether of 2-nitroethanol；1,1,1-Trinitro-2-(2-nitroethoxy)ethane
• CAS: 133178-83-3
• 化学式: C₄H₆N₄O₉
• 分子量: 254.113
• InChiKey: YKTMOQYNZDOBKP-UHFFFAOYSA-N

物化性质

• 熔点：
  31-33 °C
• 沸点：
  345.3±42.0 °C(Predicted)
• 密度：
  1.670±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  193
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,2,2-trinitroethyl 2-nitroethyl ether 在 四硝基甲烷 、 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以98%的产率得到Trinitromethylnatrium
  参考文献：
  名称：

  2,2,2-Trinitroethyl ethers of 2,2-dinitroalcohols

  摘要：

  2,2,2-Trinitroethyl ethers of 2,2-dinitroalcohols and some of their derivatives have been obtained for the first time by nitration of oximes of 2,2,2-trinitroethyl ethers of hydroxy ketones and aldehydes with a HNO3-Ac2O mixture, followed by oxidation with H2O2. Starting carbonyl derivatives were prepared by oxidation and hydrolysis of the propargylic and allylic ethers, respectively, of 2,2,2-trinitroethanol followed by further reactions of these compounds.

  DOI：

  10.1007/bf00959717
• 作为产物：
  描述：

  三硝基甲烷 、 1-Iodomethoxy-2-nitro-ethane 在 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.5h， 以14.3%的产率得到2,2,2-trinitroethyl 2-nitroethyl ether
  参考文献：
  名称：

  Sitzmann, Michael E.; Adolph, Horst G., Synthetic Communications, 1990, vol. 20, # 21, p. 3303 - 3311

  摘要：

  DOI：

文献信息

• Trinitroethyl ethers of substituted alcohols
  作者：O. A. Luk'yanov、G. V. Pokhvisneva

  DOI：10.1007/bf00961040

  日期：1991.11

  The influence of the trinitromethane salt cations and the substituents in the alkyl moiety of chloromethyl ethers of alcohols on the yields of trinitroethyl ethers of the substituted alcohols formed from them was established. On this basis a representative series of previously unavailable trinitroethanol ethers was synthesized.
• SITZMANN, MICHAEL E.;ADOLPH, HORST G., SYNTH. COMMUN., 20,(1990) N1, C. 3303-3311
  作者：SITZMANN, MICHAEL E.、ADOLPH, HORST G.

  DOI：——

  日期：——
• Sitzmann, Michael E.; Adolph, Horst G., Synthetic Communications, 1990, vol. 20, # 21, p. 3303 - 3311
  作者：Sitzmann, Michael E.、Adolph, Horst G.

  DOI：——

  日期：——
• 2,2,2-Trinitroethyl ethers of 2,2-dinitroalcohols
  作者：O. A. Luk'yanov、G. V. Pokhvisneva

  DOI：10.1007/bf00959717

  日期：1991.12

  2,2,2-Trinitroethyl ethers of 2,2-dinitroalcohols and some of their derivatives have been obtained for the first time by nitration of oximes of 2,2,2-trinitroethyl ethers of hydroxy ketones and aldehydes with a HNO3-Ac2O mixture, followed by oxidation with H2O2. Starting carbonyl derivatives were prepared by oxidation and hydrolysis of the propargylic and allylic ethers, respectively, of 2,2,2-trinitroethanol followed by further reactions of these compounds.