1-乙基-2-[(E)-苯基偶氮]-1H-咪唑 | 583879-18-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-乙基-2-[(E)-苯基偶氮]-1H-咪唑
• 英文名称: HaaiEt
• 英文别名: (E)-1-ethyl-2-(phenylazo)imidazole；E-1-ethyl-2-(phenylazo)imidazole；1-ethyl-2-(phenylazo)imidazole
• CAS: 583879-18-9
• 化学式: C₁₁H₁₂N₄
• 分子量: 200.243
• InChiKey: RPECJHRXDVSBLM-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  42.54
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-乙基-2-[(E)-苯基偶氮]-1H-咪唑 在 sodium docusate 作用下， 以 水 为溶剂， 生成 1-ethyl-2-(phenylazo)imidazole
  参考文献：
  名称：

  Gayen, Pailab; Sinha, Chittaranjan, Journal of the Indian Chemical Society, 2013, vol. 90, # 6, p. 751 - 762

  摘要：

  DOI：
• 作为产物：
  描述：

  1-ethyl-2-(phenylazo)imidazole 在 sodium docusate 作用下， 以 水 为溶剂， 生成 1-乙基-2-[(E)-苯基偶氮]-1H-咪唑
  参考文献：
  名称：

  Gayen, Pailab; Sinha, Chittaranjan, Journal of the Indian Chemical Society, 2013, vol. 90, # 6, p. 751 - 762

  摘要：

  DOI：

文献信息

• Cadmium(II) Complexes of (Arylazo)imidazoles:  Synthesis, Structure, Photochromism, and Density Functional Theory Calculation
  作者：K. K. Sarker、D. Sardar、K. Suwa、J. Otsuki、C. Sinha

  DOI：10.1021/ic7012073

  日期：2007.10.1

  azoimidazole. The reverse transformation, cis-to-trans, is very slow with visible light irradiation. Quantum yields (phit-->c) of trans-to-cis isomerization are calculated, and the free ligand shows higher phi values than their cadmium(II) iodo complexes. The cis-to-trans isomerization is a thermally induced process. The activation energy (Ea) of cis-to-trans isomerization is calculated by a controlled-temperature

  CdX2与1-烷基-2-（苯基偶氮）咪唑（RaaiR'）之间的反应分离出组成为Cd（RaaiR'）2X2的MeOH或MeCN络合物。从N，N-二甲基甲酰胺（DMF）结晶Cd（RaaiR'）2I2已分离[Cd（RaaiR'）I2.DMF]，而Cd（RaaiR'）2X2（X = Cl和Br）在其组成上保持不变在相同条件下结晶。该结构是通过光谱数据（紫外可见和1H NMR）确定的，在后一种情况下，通过对[Cd（TaiMe）I2.DMF]进行单晶X射线衍射研究来证实[其中TaiMe = 1-甲基- 2-（对甲苯基）咪唑]。Cd（RaaiR'）2I2和[Cd（RaaiR'）I2.DMF]的MeCN溶液中的紫外线照射显示了配位偶氮咪唑的反式-顺式异构化。在可见光照射下，顺式至反式的反向转化非常缓慢。计算了反式-顺式异构化的量子产率（phit-> c），并且游离配体比其镉（II）碘配合物显示出更高的ph
• Structure, electrochemistry and photochromism of [Cu(RaaiR′)(PPh3)X] (RaaiR′=1-alkyl-2-(arylazo)imidazole; X=Cl, Br, I) and correlation with theoretical calculations
  作者：Gunomoni Saha、Kamal Krishna Sarkar、Dibakar Sardar、Jack Cheng、Tian-Huey Lu、Chittaranjan Sinha

  DOI：10.1016/j.poly.2012.07.039

  日期：2012.9

  The reaction between CuX (X = Cl, Br, I), PPh3 and 1-alkyl-2-(arylazo)imidazole (RaaiR') has synthesized [Cu(RaaiR')(PPh3)X]. The composition has been established by spectroscopic (UV-Vis, IR, H-1 NMR) data and the single crystal X-ray diffraction study of [Cu(MeaaiH)(PPh3)Cl] and [Cu(MeaaiH)(PPh3)Br] (MeaaiH = 2-(p-tolylazo)imidazole) have confirmed the structures. These complexes show trans-to-cis (E-to-Z) photoisomerisation upon UV light irradiation. Quantum yields (phi(E -> Z)) of [Cu(RaaiR')(PPh3)X] are lower than the free ligand values. The rate of isomerisation follows the sequence [Cu(RaaiR')(PPh3)Cl] < [Cu(RaaiR')(PPh3)Br] < [Cu(RaaiR')(PPh3)I]. The cis-to-trans (Z-to-E) isomerisation is very slow upon light irradiation and has been achieved by a thermal route. The activation energy (E-a) of the Z-to-E isomerisation has been calculated by a controlled temperature reaction. OFT calculations of the optimized geometry of representative complexes have been used to determine the composition and energy of the molecular levels. (C) 2012 Elsevier Ltd. All rights reserved.
• Chowdhury, Bharati; Naskar, Kaushik; Mallick, Debashis, Journal of the Indian Chemical Society, 2018, vol. 95, # 4, p. 405 - 416
  作者：Chowdhury, Bharati、Naskar, Kaushik、Mallick, Debashis、Sen, Chandana、Sarkar, Kamal Krishna、Sinha, Chittaranjan

  DOI：——

  日期：——
• Misra, Tarun Kumar; Sinha, Chittaranjan, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1999, vol. 38, # 4, p. 346 - 349
  作者：Misra, Tarun Kumar、Sinha, Chittaranjan

  DOI：——

  日期：——
• Effect of PEG-200 and Tween-20 on photoisomerization of 1-alkyl-2-(arylazo)imidazoles in toluene
  作者：Pallab Gayen、Chittaranjan Sinha

  DOI：10.1016/j.saa.2012.08.052

  日期：2012.12

  The photoisomerization of 1-alkyl-2-(arylazo)imidazole, trans-to-cis, has been studied in the matrix of PEG-200 and Tween-20 in toluene medium by UV light irradiation. The trans and cis-isomers have different absorption spectra. The cis-to-trans isomerization proceeds slowly in visible light irradiation while it is appreciably fast in thermal process. The rate of trans-to-cis isomerization is decreased by 30-60% in presence of PEG-200 and Tween-20. The quantum yield of the photoisomerization is also decreased by 35-55% and follows the rate sequence: free state > PEG-200-phase > Tween-20 phase. The activation energy (E-a) of cis -> trans, thermal backward isomerization, is reduced in PEG-200 and Tween-20 phase following free state > PEG-200-phase > Tween-20-phase. The branched polyhydroxo structure of Tween-20 may help to wrap the polar photochrome more efficiently than major ether functionalized PEG-200 and stabilizes trans-isomer. (C) 2012 Elsevier B.V. All rights reserved.