2-(1-n-pentyl-1H-1,2,3-triazol-4-yl)ethanol | 1250283-41-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(1-n-pentyl-1H-1,2,3-triazol-4-yl)ethanol
• 英文别名: 2-(1-pentyl-1H-[1,2,3]triazol-4-yl)ethanol；2-(1-Pentyltriazol-4-yl)ethanol
• CAS: 1250283-41-0
• 化学式: C₉H₁₇N₃O
• 分子量: 183.253
• InChiKey: KZYPTWBQSVCTHF-UHFFFAOYSA-N

物化性质

• 沸点：
  322.3±34.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-n-pentyl-1H-1,2,3-triazol-4-yl)ethanol 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 为溶剂， 反应 16.0h， 生成 ethyl 2-(1-n-pentyl-1H-1,2,3-triazol-4-yl)acetate
  参考文献：
  名称：

  Synthesis and biological evaluation of new N-acyl-homoserine-lactone analogues, based on triazole and tetrazole scaffolds, acting as LuxR-dependent quorum sensing modulators

  摘要：

  New analogues of N-acyl-homoserine-lactone (AHL), in which the amide was replaced by a triazole or tetrazole ring, were prepared and tested for their activity as LuxR-dependent QS modulators. Several compounds showed a level of antagonistic or agonistic activity, notably some 1,4-triazolic and 1,5-tetrazolic derivatives, whereas the 2,5-tetrazolic compounds were inactive. In 1,5-tetrazoles, substituted with butyrolactone and an alkyl chain, the activity was reversed, depending on the connection between the lactone and the tetrazole. The C-N connected compounds were agonists whereas the C-C connected ones were antagonists. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.06.007
• 作为产物：
  描述：

  1-溴戊烷 在 sodium azide 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 13.0h， 生成 2-(1-n-pentyl-1H-1,2,3-triazol-4-yl)ethanol
  参考文献：
  名称：

  Synthesis and biological evaluation of new N-acyl-homoserine-lactone analogues, based on triazole and tetrazole scaffolds, acting as LuxR-dependent quorum sensing modulators

  摘要：

  New analogues of N-acyl-homoserine-lactone (AHL), in which the amide was replaced by a triazole or tetrazole ring, were prepared and tested for their activity as LuxR-dependent QS modulators. Several compounds showed a level of antagonistic or agonistic activity, notably some 1,4-triazolic and 1,5-tetrazolic derivatives, whereas the 2,5-tetrazolic compounds were inactive. In 1,5-tetrazoles, substituted with butyrolactone and an alkyl chain, the activity was reversed, depending on the connection between the lactone and the tetrazole. The C-N connected compounds were agonists whereas the C-C connected ones were antagonists. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.06.007

文献信息

• Copper Salt of 12-Tungstophosphoric Acid: An Efficient and Reusable Heteropoly Acid for the Click Chemistry
  作者：K. V. Purnima、D. Sreenu、N. Bhasker、K. Nagaiah、N. Lingaiah、B. V. Subba Reddy、J. S. Yadav

  DOI：10.1002/cjoc.201200939

  日期：2013.4

  catalytic amount of copper‐exchanged phosphotungstic acid (Cu‐TPA) in the presence of triethyl amine in DMF to afford substituted triazoles in good yields with high selectivity. Interestingly, the coupling of alkyl azide with alkyne proceeds readily at room temperature to furnish 1,2,3‐triazoles in excellent yields. The catalyst can be recovered and reused for three to four subsequent runs with a minimal

  在DMF中存在三乙胺的情况下，使用催化量的铜交换的磷钨酸（Cu-TPA）可实现烷基溴，叠氮化钠和炔烃的三组分偶联，从而以高收率和高选择性提供取代的三唑。有趣的是，烷基叠氮化物与炔烃的偶联在室温下容易进行，从而以优异的产率提供1,2,3-三唑。可以回收催化剂并将其再利用三到四个随后的运行，而活性降低得最少。铜改性杂多酸的使用使该过程简单，方便且对环境友好。