4,4-Bis(azidomethyl)hepta-1,6-diyne | 1352039-18-9

• 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: 4,4-Bis(azidomethyl)hepta-1,6-diyne
• 英文别名: 4,4-bis(azidomethyl)hepta-1,6-diyne
• CAS: 1352039-18-9
• 化学式: C₉H₁₀N₆
• 分子量: 202.219
• InChiKey: HKZFWWRRWLQRFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  28.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4-Bis(azidomethyl)hepta-1,6-diyne 以 甲苯 、 乙腈 为溶剂， 反应 12.5h， 生成
  参考文献：
  名称：

  Synthesis of spiro bis(1,2,3-triazolium) salts as chiral ionic liquids

  摘要：

  Unique chiral spiro ionic liquids based on 1,2,3-triazolium salts were synthesized via an intramolecular double Huisgen reaction. The optical resolution of the liquid precursors and subsequent dialkylations leads to chiral spiro triazolium salts on a gram scale. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.152
• 作为产物：
  描述：

  2,2-dipropargyl-1,3-propandiol 在 吡啶 、 4-二甲氨基吡啶 、 sodium azide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 4,4-Bis(azidomethyl)hepta-1,6-diyne
  参考文献：
  名称：

  Design and synthesis of spiro bis(1,2,3-triazolium) salts as chiral ionic liquids

  摘要：

  Room temperature chiral spiro ionic liquids 1 and 2 based on 1,2,3-triazolium salts, were synthesized via an intramolecular double Huisgen reaction. The preparation of the enantiomerically pure Spiro triazolium salts was achieved by resolution by HPLC using a chiral stationary phase column and subsequent N-dial-kylations of spiro triazoles 6 and 10. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.06.007

文献信息

• Acid Promoted Metal Free Synthesis of Triazole-Fused Heterocycles via Intramolecular [3+2] Cycloaddition
  作者：Huan Zhang、Youlai Zhang、Mengdi Wang、Junru Li、Qingtong Di、Ziye Tian、Baoquan Chen、Hiroki Tanimoto、Tsumoru Morimoto、Kiyomi Kakiuchi

  DOI：10.3987/com-18-13900

  日期：——

  A practical and efficient protocol for the synthesis of triazole-fused heterocycles through intramolecular metal free [3+2] azide-alkyne cycloaddition reaction is described. Range of acids was selected to demonstrate the reaction conditions. Organic azides and propargyl cations generated by acids gave fused triazoles including multivariate rings and heterocycles. Various fused triazoles and bistriazoles were obtained in good yields under mild reaction conditions.