MeaaiMe | 583879-16-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: MeaaiMe
• 英文别名: (E)-1-methyl-2-(p-tolyazo)imidazole；E-1-methyl-2-(p-tolylazo)imidazole；1-methyl-2-(p-tolylazo)imidazole
• CAS: 583879-16-7
• 化学式: C₁₁H₁₂N₄
• 分子量: 200.243
• InChiKey: STLSEJORWJPJGM-BUHFOSPRSA-N

物化性质

• 沸点：
  356.5±35.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 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：

  MeaaiMe 在 sodium docusate 作用下， 以 水 为溶剂， 生成 1-methyl-2-(p-tolylazo)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-methyl-2-(p-tolylazo)imidazole 在 sodium docusate 作用下， 以 水 为溶剂， 生成 MeaaiMe
  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：——
• Palladium(II)-iodo-{1-alkyl-2-(arylazo)imidazole} complexes: Synthesis, structure, dynamics of photochromism and DFT computation
  作者：Chandana Sen、Suman Roy、Tapan Kumar Mondal、Rajib Ghosh、Jahur A. Mondal、Dipak K. Palit、Chittaranjan Sinha

  DOI：10.1016/j.poly.2014.09.033

  日期：2015.1

  [Pd(Raai-CnH2n+1)(2)I)](2)[Pd2I6} (Raai-CnH2n+1 = 1-alkyl-2-(arylazo)imidazole) has been characterized by the spectral data (UV-Vis, FfIR, Mass, H-1 NMR). The single crystal X-ray structure of [Pd(Meaai-C2H5)(2)I](2) [Pd2I6] shows that one Meaai-C2H5 acts as monodentate N(imidazoly1) donor, while the other one is bidentate N(imidazolyl), N(azo) chelator; the charge is neutralized with [Pd2I6](2-) anion. UV light irradiation in DMF solution of the complexes show trans-to-cis isomerisation of Raai-CnH2n+1 about -N=N- bond. Quantum yields (phi(t -> c)) of trans-to-cis isomerisation of the complexes are lower than that of the free ligand data. This observation is consistent with femtosecond transient absorption results of [Pd(Haai-C10H21)(2)][Pd2I6], which suggest that the trans -> cis isomerization occurs in the monodentate azo-imidazole group and the bidentate azo-imidazole, because of chelation with Pd(II), does not exhibit photochromism. The isomerization proceeds with a time constant of similar to 1.0 ps in acetonitrile, 0.6 ps in methanol, and 1.7 ps in ethylene glycol, which are comparable to those the free azo-imidazole ligand. In contrast, the reverse transformation, i.e. ds-to-trans, is carried out by thermal process and the activation energy (E-a) of cis-to-trans isomerisation of the complexes is lower than that of free ligand. The spectral property and photochromic efficiency have been explained by DFT computation of optimized geometry of the complex. (C) 2014 Elsevier Ltd. All rights reserved.