N-(4-Nitrophenyl)methylene-2-thiazoleamine

• 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: N-(4-Nitrophenyl)methylene-2-thiazoleamine
• 英文别名: N-(4-nitrobenzylidene)-1,3-thiazol-2-amine；2-(4-Nitrobenzylideneamino)thiazole；(E)-1-(4-nitrophenyl)-N-(1,3-thiazol-2-yl)methanimine
• 化学式: C₁₀H₇N₃O₂S
• 分子量: 233.25
• InChiKey: PHLFPZFOJXHXPC-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  99.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-Nitrophenyl)methylene-2-thiazoleamine 、 2-氨基噻唑 生成 C-(4-Nitro-phenyl)-N,N'-bis-thiazol-2-yl-methanediamine
  参考文献：
  名称：

  FORLANI L.; SINTONI M.; TODESCO P. E., GAZZ. CHIM. ITAL., 116,(1986) N 5, 229-232

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(1,3-thiazol-2-yl)triphenyliminophosphorane 、 对硝基苯甲醛 以74%的产率得到
  参考文献：
  名称：

  BOEDEKER J.; COURAULT K., J. PRAKT. CHEM., 1980, 322, NO 2 336-342

  摘要：

  DOI：

文献信息

• Khan, Khalid Mohammed; Khan, Tariq; Ambreen, Nida, Journal of the Chemical Society of Pakistan, 2013, vol. 35, # 1, p. 188 - 191
  作者：Khan, Khalid Mohammed、Khan, Tariq、Ambreen, Nida、Yousuf, Sammer、Morales, Guillermo Antonio

  DOI：——

  日期：——
• New Insight into the Nature of Electron Delocalization:  the Driving Forces for Distorting the Geometry of Stilbene-Like Species
  作者：Zhong-Heng Yu、Xiao-Qi Peng

  DOI：10.1021/jp011487g

  日期：2001.9.1

  To understand the nature of electron delocalization while questioning the abnormally large torsional angle theta of N-phenylmethylene-3-pyridineamine (6), we greatly improved our new program for energy partitioning. Meanwhile, the crystal structures of N-phenylmethylene-2-thiazoleamine (1a) and N-(4-nitro-phenyl)methylene2-thiazoleamine (1b) were determined using X-ray diffraction. As shown by the optimized geometries of the molecules, such as 1a, 1b, (4-NO2-Ph)-CH=N-2-pyrimidyl, (4-NO2-Ph)-CH=N-2-pyridyl, and 6 with HF, DFT, MP2, and AM1, the results that d(2)(E-e(theta))/d\theta\(2) > 0.0 for total electronic energy and d(2)(E-N(theta))/d\theta\(2) < 0.0 for nuclear repulsion and d(E-e(theta =42 degrees))/d\theta\(2) = 0.0 are not an artifact of a given optimized method, nor a distinct feature of a special molecule. As shown by the energy partitions, the and nonbonded sigma-sigma interactions between fragments are always destabilization, and it is the nonbonded sigma-sigma interaction, rather than the pi-pi interaction, that distorts stilbene-Like species away from their planar geometry. The destabilizing EX interactions between fragments is basically stabilization as far as its total effect on whole electronic state is considered. Correspondingly, the stabilizing CT interaction is practically destabilization. Thus, at the planar geometry, it is due to d(CT)/d(r) < 0.0, d(EX)/d(r) <0.0, or their sum d(CT)/d(r) + d(EX)/d(r) < 0.0, where r = r(ab) or r(14), to shorten the length r(14) of the bond C-1-N-4 as well as to reduce the distance r(ab), between fragments. A stilbene-like species has to distort itself away from its planar geometry in order to maintain its lowest total electronic energy E-e as far as possible when the attractive force d(E-e(theta))/ d(rab) > 0.0 is not large enough to balance the resistance force d(V-ab)/d(r(ab)) < 0.0. Resistances to the distortion arise from the destabilizing pi-sigma interaction and from the dE(N)(theta)/d\0\ > 0.0. At a geometry with about theta = 52 degrees, d(DeltaE(theta))/d\theta\ = 0 is a compromise between the nonbonded sigma-sigma and ar-a interactions, and it is approximately in accord with the d(E-e(theta =42 degrees))/d\theta\ = 0.0 obtained from standard Gaussian 98 program.
• PROKOFEVA, A. F.;ALESHNIKOVA, T. V.;NEGREBETSKIJ, V. V.;GRAPOV, A. F.;MEL+, ZH. OBSHCH. XIMII, 1984, 54, N 3, 525-530
  作者：PROKOFEVA, A. F.、ALESHNIKOVA, T. V.、NEGREBETSKIJ, V. V.、GRAPOV, A. F.、MEL+

  DOI：——

  日期：——
• DAVARSKI, K. A.;VASILEV, G. N.;XALACHEV, N. K.
  作者：DAVARSKI, K. A.、VASILEV, G. N.、XALACHEV, N. K.

  DOI：——

  日期：——
• NIWA, RYUJI;KATAGIRI, NOBUYA;KATO, TETSUZO, CHEM. AND PHARM. BULL., 1984, 32, N 10, 4149-4153
  作者：NIWA, RYUJI、KATAGIRI, NOBUYA、KATO, TETSUZO

  DOI：——

  日期：——