meso-1,4-dichloro-1,1,4,4-tetranitro-2,3-butanediol | 78800-74-5

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: meso-1,4-dichloro-1,1,4,4-tetranitro-2,3-butanediol
• 英文别名: 1,1,4,4-tetranitro-1,4-dichloro-2,3-butanediol；1,4-dichloro-1,1,4,4-tetranitrobutane-2,3-diol；1,4-dichloro-1,1,4,4-tetranitrobutan-2,3-diol
• CAS: 78800-74-5
• 化学式: C₄H₄Cl₂N₄O₁₀
• 分子量: 339.003
• InChiKey: IYLJVNHALXCASA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  224
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  meso-1,4-dichloro-1,1,4,4-tetranitro-2,3-butanediol 在 sodium azide 作用下， 以 甲醇 为溶剂， 以50%的产率得到氯二硝基甲烷
  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-tetranitro-2,3-butanediol disodium salt 在 氯 作用下， 以 乙醚 为溶剂， 以73.8%的产率得到meso-1,4-dichloro-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

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

  DOI：——

  日期：——
• 1,1,4,4-Tetranitrobutane-2,3-diol and its derivatives. 3. Synthesis of 1,4-dichloro- and 1,4-dibromo-1,1,4,4-tetranitrobutane-2,3-diol dinitrates and their crystalline structure
  作者：B. S. Fedorov、N. I. Golovina、V. V. Arakcheeva、L. S. Barinova、R. F. Trofimova、P. V. Galkin、L. O. Atovmyan

  DOI：10.1007/bf00863076

  日期：1992.3

  1,4-Dichloro-(1) and 1,4-dibromo-1,1,4,4-tetranitrobutane-2,3-diol dinitrates (2) were synthesized by nitration of the corresponding diols with a mixture of trifluoroacetic anhydride and nitric acid. The x-ray diffraction investigations of 1 and 2 that have been carried out showed the influence of the intramolecular interactions of the nitro and nitrate groups on the packing of the molecules in the crystal.
• 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：——
• 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
  作者：A. T. Baryshnikov、V. I. Erashko、N. I. Zubanova、B. I. Ugrak、S. A. Shevelev、A. A. Fainzilberg、V. V. Semenov

  DOI：10.1007/bf00863589

  日期：1992.9

  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.
• 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：——