diacetate of 1,1,4,4-tetranitro-2,3-butanediol | 78800-73-4

• 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: diacetate of 1,1,4,4-tetranitro-2,3-butanediol
• 英文别名: 1,1,4,4-tetranitro-2,3-butanediol diacetate；1,1,4,4-tetranitrobutane-2,3-diol diacetate；1,1,4,4-tetranitrobutan-2,3-diol diacetate；(3-acetyloxy-1,1,4,4-tetranitrobutan-2-yl) acetate
• CAS: 78800-73-4
• 化学式: C₈H₁₀N₄O₁₂
• 分子量: 354.187
• InChiKey: RKUWOOKTOCUBKK-UHFFFAOYSA-N

物化性质

• 熔点：
  100-101 °C
• 沸点：
  405.4±45.0 °C(Predicted)
• 密度：
  1.608±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  236
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  diacetate of 1,1,4,4-tetranitro-2,3-butanediol 在 sodium azide 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以67%的产率得到5,5'-dinitro-2H,2'H-4,4'-bi-(1,2,3-triazole)
  参考文献：
  名称：

  Gem-dinitro compounds in organic synthesis. 4. Use of the condensation product of glyoxal and dinitromethane in the synthesis of nitro-1,2,3-triazoles

  摘要：

  The condensation of dinitromethane with glyoxal has been investigated and it has been demonstrated that 1,1,4,4-tetranitro-2,3-butandiol, alpha-hydroxy-beta,beta-dinitropropionic acid or their mixture may be formed. Interaction of 1,1,4,4-tetranitro-2,3-butandiol or 1,4-dibromo-1,1,4,4-tetranitro-2,3-butanediol diacetates with sodium azide leads to bis(5-nitro-1,2,3-triazol-4-yl) via intermediate 1, 1,4,4-tetranitro-1,3-butadiene.

  DOI：

  10.1007/bf00863589
• 作为产物：
  描述：

  1,1,4,4-四硝基-2,3-丁二醇 、 乙酰氯 以76.2%的产率得到diacetate of 1,1,4,4-tetranitro-2,3-butanediol
  参考文献：
  名称：

  Nekrasova, G. V.; Lipina, E. S.; Zagibalova, L. Ya., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, # 4, p. 619 - 623

  摘要：

  DOI：

文献信息

• 1,1,4,4-Tetranitrobutane-2,3-diol and its derivatives. 1. Reaction of dinitromethane potassium salt with glyoxal. Crystal structure of 1,1,4,4-tetranitrobutane-2,3-diol and its diacetate
  作者：B. S. Fedorov、N. I. Golovina、L. S. Barinova、R. F. Trofimova、V. V. Arakcheeva、L. O. Atovmyan

  DOI：10.1007/bf00958562

  日期：1991.4

  The synthesis of 1,1,4,4-tetranitrobutane-2,3-diol has been carried out via the reaction of the dinitromethane potassium salt with glyoxal, at pH values of 7-8 after reagent mixing and 5.5 at the end of the reaction, in the temperature range 35-37-degrees-C. X-ray crystal structure analysis has been performed on 1,1,4,4-tetranitrobutane-2,3-diol and its diacetate. The conformations of these molecules are stabilized to a significant extent by O-...N+-type electrostatic interaction, which was confirmed by quantum-mechanical calculations on 2,2-dinitroethanol as a model molecule.
• ——
  作者：B. S. Fedorov、N. I. Golovina、S. P. Smirnov、I. Sh. Abdrakhmanov、A. I. Firkin、L. O. Atovmyan

  DOI：10.1023/a:1016014802080

  日期：——
• Nekrasova, G. V.; Lipina, E. S.; Pozdnyakov, V. P., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, p. 2277 - 2281
  作者：Nekrasova, G. V.、Lipina, E. S.、Pozdnyakov, V. P.、Perekalin, V. V.

  DOI：——

  日期：——
• FEDOROV, B. S.;GOLOVINA, N. I.;BARINOVA, L. S.;TROFIMOVA, R. F.;ARAKCHEEV+, IZV. AN CCCP. CEP. XIM.,(1991) N, S. 830-834
  作者：FEDOROV, B. S.、GOLOVINA, N. I.、BARINOVA, L. S.、TROFIMOVA, R. F.、ARAKCHEEV+

  DOI：——

  日期：——
• HEKPACOBA G. V.; LIPINA EH. S.; ZAGIBALOVA L. YA.; PEREKALIN V. V., ZH. ORGAN. XIMII, 1981, 17, HO 4, 711-716
  作者：HEKPACOBA G. V.、 LIPINA EH. S.、 ZAGIBALOVA L. YA.、 PEREKALIN V. V.

  DOI：——

  日期：——