2,5-dinitro-hexane-1,6-diol | 2206-60-2

• 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: 2,5-dinitro-hexane-1,6-diol
• 英文别名: 2,5-Dinitrohexane-1,6-diol
• CAS: 2206-60-2
• 化学式: C₆H₁₂N₂O₆
• 分子量: 208.171
• InChiKey: DTJWQPZKFAIYFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,5-dinitro-hexane-1,6-diol 在 硫酸 作用下， 生成 2,9-Dimethyl-2,4,7,9-tetranitrodecan
  参考文献：
  名称：

  Michael Type Additions with Secondary Nitro Olefins Prepared In Situ¹

  摘要：

  DOI：

  10.1021/jo01064a003
• 作为产物：
  描述：

  聚合甲醛 、 1,4-二硝基丁烷 生成 2,5-dinitro-hexane-1,6-diol
  参考文献：
  名称：

  Lipina,E.S. et al., Journal of general chemistry of the USSR, 1964, vol. 34, p. 3683 - 3688

  摘要：

  DOI：

文献信息

• Feuer,H. et al., Tetrahedron, Supplement, 1963, vol. 4, p. 57 - 64
  作者：Feuer,H. et al.

  DOI：——

  日期：——
• Lipina,E.S. et al., Journal of general chemistry of the USSR, 1964, vol. 34, p. 3683 - 3688
  作者：Lipina,E.S. et al.

  DOI：——

  日期：——
• Feuer,H.; Nielsen,A.T., Tetrahedron, Supplement, 1963, vol. 4, p. 65 - 75
  作者：Feuer,H.、Nielsen,A.T.

  DOI：——

  日期：——
• Michael Type Additions with Secondary Nitro Olefins Prepared In Situ¹
  作者：HENRY FEUER、ROBERT MILLER

  DOI：10.1021/jo01064a003

  日期：1961.5
• Cross-linking of starch with bifunctional precursors of nitroalkenes
  作者：A Heeres、Henk A van Doren、Kees F Gotlieb、Ido P Bleeker、R.M Kellogg

  DOI：10.1016/s0008-6215(98)00171-2

  日期：1998.8

  Granular starch was cross-linked with 1,3-di-O-acetyl-2-nitro-1,3-propanediol (1), 1,3-di-O-pivaloyl-2-nitro-1,3-propanediol (2), 2-nitro-3-O-pivaloyl-1-propene-3-ol (3), 1,3-di-O-acetyl-aci-2-nitro-1,3-propanediol (4), 1,3-di-O-pivaloyl-aci-2-nitro-1,3-propanediol (5) and 1,6-di-O-acetyl-2,5-dinitro-1,6-hexanediol (6). The bifunctional precursors for the nitro-alkenes 1, 2, 3, and 4 were readily synthesized in high yields from nitromethane, paraformaldehyde and acetic anhydride (1, 3) or pivaloyl chloride (2, 4), respectively. The reaction rate for the cross-linking was very high, and for 1 and 3, the reaction reached completion within 1 h (at room temperature). The swelling capacities of the products obtained when starch was cross-linked with precursors for the nitroalkenes 1-4 and 6 were lower in comparison to epichlorohydrin cross-linked starch. These results indicate a high reaction efficiency at low degrees of substitution. Cross-linked 2-nitroalkyl starch ethers were synthesized in a one-pot synthesis by addition of 1 or 3 and 2-nitroalkyl acetates to granular suspensions of starch. (C) 1998 Elsevier Science Ltd. All rights reserved.