1-Isopropyl-5-mercapto-3-methyl-1H-pyrazole-4-carbaldehyde | 125656-24-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Isopropyl-5-mercapto-3-methyl-1H-pyrazole-4-carbaldehyde
• 英文别名: 1-isopropyl-3-methyl-5-sulfanyl-pyrazole-4-carbaldehyde
• CAS: 125656-24-8
• 化学式: C₈H₁₂N₂OS
• 分子量: 184.262
• InChiKey: XJLDQLNFJKUANN-UHFFFAOYSA-N

物化性质

• 沸点：
  307.0±42.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.87
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  34.89
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  异丙胺 、 1-Isopropyl-5-mercapto-3-methyl-1H-pyrazole-4-carbaldehyde 以 水 为溶剂， 反应 24.0h， 生成 2-Isopropyl-4-[1-isopropylamino-meth-(Z)-ylidene]-5-methyl-2,4-dihydro-pyrazole-3-thione
  参考文献：
  名称：

  Nivorozhkin, A. L.; Korobov, M. S.; Konstantinovskii, L. E., Journal of general chemistry of the USSR, 1985, vol. 55, # 4, p. 757 - 768

  摘要：

  DOI：
• 作为产物：
  描述：

  5-chloro-4-formyl-1-isopropyl-3-methylpyrazole 在 sodium sulfide 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 生成 1-Isopropyl-5-mercapto-3-methyl-1H-pyrazole-4-carbaldehyde
  参考文献：
  名称：

  Nivorozhkin, A. L.; Korobov, M. S.; Konstantinovskii, L. E., Journal of general chemistry of the USSR, 1985, vol. 55, # 4, p. 757 - 768

  摘要：

  DOI：

文献信息

• Synthesis, structures, and spectral properties of biomimetic azomethine metal chelates with chromophores CuN2S2, CuN2O2, and CuN2Se2. Crystal structure of bis[4-(benzyl)aldimino-3-methyl-1-phenyl-5-pyrazolothiolato]copper(II)
  作者：A. I. Uraev、A. L. Nivorozhkin、G. I. Bondarenko、K. A. Lysenko、O. Yu. Korshunov、V. G. Vlasenko、A. T. Shuvaev、V. P. Kurbatov、M. Yu. Antipin、A. D. Garnovskii

  DOI：10.1007/bf02494925

  日期：2000.11

  Copper(II) chelates of composition CuL2 were synthesized based on 4-aminomethylene derivatives of 5-thiopyrazoles (LH). The complexes were studied by UV, IR, ESR, and EXAFS spectroscopy, magnetochemistry, and X-ray diffraction analysis. The coordination polyhedra in the complexes are pseudotetrahedra or octahedra of the types CuN2S2 or CuN4S2, respectively, which are distorted due to the Jahn—Teller

  基于 5-噻唑 (LH) 的 4-氨基亚甲基衍生物合成了组成为 CuL2 的铜 (II) 螯合物。通过紫外、红外、ESR 和 EXAFS 光谱、磁化学和 X 射线衍射分析研究了配合物。配合物中的配位多面体分别是 CuN2S2 或 CuN4S2 类型的假四面体或八面体，由于 Jahn-Teller 效应而扭曲。与由偶氮甲碱配体的 N 和 S 原子以及 C=NR 片段的喹啉取代基 (R) 的氮原子形成的六配位金属环的铜螯合物的 UV 和 ESR 光谱与光谱最相似观察到参与天然金属酶活性中心的金属（“蓝色”铜蛋白）。
• Synthesis, structure, spectroscopic studies and magnetic properties of Cu2N2O4-, Cu2N2O2(S2)-, Cu2N2S4-chromophores based on aminomethylene derivatives of pyrazole-5-one(thione)
  作者：Ali I. Uraev、Sergey E. Nefedov、Konstantin A. Lyssenko、Valery G. Vlasenko、Vladimir N. Ikorskii、Dmitrii A. Garnovskii、Nadezhda I. Makarova、Sergey I. Levchenkov、Igor N. Shcherbakov、Milica R. Milenković、Gennadii S. Borodkin

  DOI：10.1016/j.poly.2020.114623

  日期：2020.9

  The aminomethylene derivatives of pyrazole-5-one (6) and pyrazole-5-thione (7) were synthesized in the reaction of 2-aminophenol (4) with corresponding 1-phenyl-3-methyl-5-X-pyrazole-4-carbaldehyde (1, X = hydroxy) or (2, X = sulfanyl). Reaction of 2-aminobenzenethiol (5) with 1-R-3-methyl-5-sulfanylpyrazole-4-carbaldehydes (2, R = phenyl and 3, R = isopropyl) results in the formation of disulfide compounds 8 and 9. The structures of compounds 6-9 were determined by IR and NMR spectroscopy and elemental analysis.The reaction of each ligand 6-9 with copper(II) acetate monohydrate in ethanol resulted in dinuclear metal-chelates with Cu2N2O4, Cu2N2O2S2, Cu2N2S4 chromophores. All complexes were characterized with C, H, N elemental analysis, FT-IR, ESR and X-ray absorption spectroscopy. The structures of the complexes 11 and 13 were determined by X-ray single-crystal diffraction. The variable-temperature magnetic susceptibility measurements in the 2-300 K temperature range were performed and the influence of the type of bridging atoms on the magnetic and spectral properties was discussed. The nature of magnetic and spectral properties of the copper chelates was analyzed using DFT quantum-chemical calculations within broken-symmetry and time dependent (TD DFT) approximations, correspondingly. (C) 2020 Elsevier Ltd. All rights reserved.