1,3-di-tert-butylimidazolium perchlorate | 1431142-92-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-di-tert-butylimidazolium perchlorate
• 英文别名: 1,3-Di-t-butylimidazolium perchlorate；1,3-ditert-butylimidazol-1-ium;perchlorate
• CAS: 1431142-92-5
• 化学式: C₁₁H₂₁N₂*ClO₄
• 分子量: 280.752
• InChiKey: IJNUVFSLVYPKKI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.47
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  83.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N'-二丁基-1,2-乙二亚胺 在 高氯酸 、 溶剂黄146 作用下， 以43%的产率得到1,3-di-tert-butylimidazolium perchlorate
  参考文献：
  名称：

  1,4-二氮杂丁二烯与高氯酸反应的启示：一种合成高氯咪唑鎓的方法

  摘要：

  详细研究了1,4-二氮杂丁二烯1与HClO 4的反应。获得的最终产物不是1的氢高氯酸盐，而是2或3的咪唑鎓高氯酸盐。根据中间体2-亚氨基甲基咪唑鎓盐4的分离，推测可能的反应过程。就N-取代基的电子和空间效应，讨论了影响4转化为高氯咪唑2和3的因素。该反应可以用作合成咪唑鎓衍生物的方法。

  DOI：

  10.1002/jhet.1847

文献信息

• Stability and decarbonylation of 1,3-dialkyl-2-formylimidazolium perchlorate in solution
  作者：Hong-Xing Xin、Qi Liu、Hong Yan、Xiu-Qing Song

  DOI：10.1139/cjc-2012-0497

  日期：2013.6

  The stability of 1,3-dialkyl-2-formylimidazolium perchlorate 1 in solution was studied in detail and found to be related to its structure and the solvent character and temperature. 1 was stable in common solvents at room temperature and unstable in protic solvents under reflux. In protic solvents, such as H₂O, MeOH, EtOH, and AcOH, 1 decarbonylated into 1,3-dialkylimidazole perchlorates 2, which was confirmed by ¹H NMR, ¹³C NMR, HRMS, and X-ray spectroscopy. The decarbonylation of 1 was proposed to occur via its hemiacetal formed by the addition of solvents based on the tracking NMR spectra of 1 in deuterated reagents.

  1,3-二烷基-2-甲酰基咪唑季铵高氯酸盐1在溶液中的稳定性与其结构、溶剂性质和温度有关。在常见溶剂中，1在室温下稳定，在质子溶剂中则在回流条件下不稳定。在质子溶剂（如H₂O、MeOH、EtOH和AcOH）中，1脱羰基成为1,3-二烷基咪唑高氯酸盐2，这通过1H NMR、13C NMR、HRMS和X射线光谱得到了证实。根据在氘代试剂中追踪NMR光谱，推测1的脱羰基是通过加入溶剂形成的半缩醛发生的。
• Synthesis, Antitumor Activity, and Docking Study of 1,3-Disubstituted Imidazolium Derivatives
  作者：Q. W. Fan、Q. D. Zhong、H. Yan

  DOI：10.1134/s1070363217120489

  日期：2017.12

  A series of 1,3-disubstituted imidazolium salts were synthesized through a convenient synthetic approach based on the reaction of 1,4-diazabuta-1,3-dienes with HClO4. Their antitumor activity was evaluated in vitro against a number of human cancer cells. 1,3-Bis[(3,5-bis(trifluoromethyl)phenyl]imidazolium perchlorate turned out to be the most active against A549 and MCF-7 cancer cell lines with IC50 values of 5.24 and 4.21 mu M, respectively. The results of structure-activity relationship study indicated that substituents on the imidazole derivatives play an important role in their cytotoxic activities. Finally, molecular docking of some tested compounds was carried out in order to investigate their binding pattern with the CDK2.