2-hydroxy-1-naphthaldehyde S-methyl-thiosemicarbazone | 85260-65-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-hydroxy-1-naphthaldehyde S-methyl-thiosemicarbazone
• 英文别名: 2-hydroxy-1-naphthaldehyde S-methylisothiosemicarbazone；methyl N'-[(2-hydroxynaphthalen-1-yl)methylideneamino]carbamimidothioate
• CAS: 85260-65-7
• 化学式: C₁₃H₁₃N₃OS
• 分子量: 259.332
• InChiKey: BPWGWGHGYGRHAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  96.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(acetylacetonato)dioxidomolybdenum(VI) 、 2-hydroxy-1-naphthaldehyde S-methyl-thiosemicarbazone 在 MeOH 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Sergienko, V. S.; Abramenko, V. L.; Ilyukhin, A. B., Koordinatsionnaya Khimiya, 1992, vol. 18, p. 501 - 508

  摘要：

  DOI：

文献信息

• Oxovanadium(IV) complexes based on<i>S</i>-alkyl-thiosemicarbazidato ligands. Synthesis, characterization, electrochemical, and antioxidant studies
  作者：Berat Ilhan-Ceylan、Elif Tuzun、Yasemin Kurt、Muhammed Acikgoz、Sibel Kahraman、Gulten Atun、Bahri Ulkuseven

  DOI：10.1080/17415993.2015.1050396

  日期：2015.7.4

  five-coordinate oxovanadium(IV) complexes having a N1,N4-diarylidene-S-R-thiosemicarbazidato structures. The compounds were characterized by elemental analysis, magnetic measurements, electronic, infrared, 1H-NMR, and electron paramagnetic resonance (EPR) spectra. The X-band EPR signals were recorded from powder forms and also in solution. All the complexes have a single asymmetric line shape and theoretical

  VOSO4 与 2-羟基-萘基-SR-缩氨基硫脲（R：甲基、乙基、丙基或烯丙基）和水杨醛反应生成具有 N1,N4-二亚芳基-SR-缩氨基硫合结构的五配位氧钒 (IV) 配合物。通过元素分析、磁测量、电子、红外、1H-NMR 和电子顺磁共振 (EPR) 光谱对化合物进行表征。X 波段 EPR 信号是从粉末形式和溶液中记录的。所有配合物都具有单一的不对称线形，理论拟合研究证明顺磁性钒离子周围存在轴对称。对每个复合物的 EPR 谱进行计算机模拟以推导出相关的 EPR 参数。配合物的循环伏安图在 500 和 -800 mV 附近显示出两个基于金属的可逆氧化还原峰，分别对应于 VIVO/VVO 和 VIVO/VIIIO 的一个电子氧化/还原。50-350 mV 区域的还原响应被归为配体还原。这些化合物的抗氧化活性通过 CUPric 降低抗氧化能力、2,2-azino-bis-3-ethylbenzo
• Transition metal complexes with thiosemicarbazide-based ligands
  作者：V. M. Leovac、A. F. Petrovic、E. Z. Ivegeš、S. R. Lukic

  DOI：10.1007/bf01913640

  日期：1990.11

  The thermal decomposition and spectroscopic (reflectance and IR spectra) characterization of the newly synthesized square-pyramidal dioxovanadium (V) complexes of the type NH4[VO2(L)] (L is the dianion of the terdentate lignads salicylaldehyde thiosemicarbazone (ONS), halogen-substituted salicylaldehyde and 2-hydroxy-l-naphthaldehyde S-methylisothiosemicarbazones (ONN) are described.
• Comparison of structural features of three new cis-dioxomolybdenum(VI) complexes with 2-hydroxy-1-naphthaldehyde-S-methylisothiosemicarbazone: Possible role of intermolecular interactions on the geometry of the cis-MoO2 unit
  作者：Zoran D. Tomić、Agneš Kapor、Aleksandra Žmirić、Vukadin M. Leovac、Dieter Zobel、Snežana D. Zarić

  DOI：10.1016/j.ica.2006.10.026

  日期：2007.5

  Three closely related [MoO2(L)(ML)] complexes, where L is the 2-hydroxy-1-naphthaldehyde-S-methylisothiosemicarbazone ligand, and ML is EtOH (I), Py (II) and DMSO (III), were synthesized, characterized by NMR and IR spectra, and their X-ray crystal structures were determined. The crystal structure properties of these three closely related complexes were compared. Two cis-Mo-O bond lengths were almost the same in the crystal structure of complexes II and III, while in complex I a significant difference between the two cis-Mo-O bond lengths was observed. At the same time, the geometry of L ligand in complex I is different, compared to II and III. DFT calculations on the isolated molecule I, as well as geometrical analysis of the complexes indicate that intramolecular interactions are not responsible for these structural differences. On the other hand, the pattern of intermolecular contacts in the crystal structure of I differs from those observed in II and III. Analyses indicate that differences in cis-Mo-O bond lengths and in the geometry of ligand L could be related to intermolecular interactions. These results suggest the possibility that in enzymes oxotransferases or in their model systems, the Mo-O bond length could be designed by the interactions of chelate ligands with the surroundings. (C) 2006 Elsevier B.V. All rights reserved.