2-hydroxyacetophenone morpholine N-thiohydrazone | 139326-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-hydroxyacetophenone morpholine N-thiohydrazone
• 英文别名: 2-hydroxyacetophenone morpholine-3-thiosemicarbazone；o-hydroxyacetophenone morpholine-N-thiohydrazone
• CAS: 139326-54-8
• 化学式: C₁₃H₁₇N₃O₂S
• 分子量: 279.363
• InChiKey: KMNKFFIKGKGGEX-UHFFFAOYSA-N

物化性质

• 沸点：
  429.8±55.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.32
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  57.09
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  乙酸苯汞 、 2-hydroxyacetophenone morpholine N-thiohydrazone 以 乙醇 为溶剂， 以70%的产率得到[PhHg(2-hydroxyacetopenone morpholine N-thiohydrazone(1-))]
  参考文献：
  名称：

  Synthesis, crystal structures and luminescent properties of phenylmercury(II) complexes with thiohydrazone ligands having weak Hg····π and Hg····Hg interactions

  摘要：

  The Reaction of phenylmercury(II) acetate with salicylaidehyde morpholine N-thiohydrazone (H(2)smth) and 2 - hydroxyacetophenone morpholine N-thiohydrazone (H(2)apmth) in dry ethanol under gentle refluxing condition form light yellow complexes [PhHg(Hsmth)] (1) and [PhHg(Hapmth)] (2) involving formation of Hg-S bond from the thiol form of the ligands after deprotonation of the SH proton. The structures of the complexes as determined by X-ray crystallography shows that the complex (1) has a distorted T-shaped geometry while the complex (2) adopts familiar linear coordination geometry. Complex (2) has two independent molecules comprising the asymmetric unit. Both the complexes form two-dimensional supramolecular assemblies due to a combination of weak intermolecular Hg center dot center dot center dot pi and Hg center dot center dot center dot Hg interactions. The Hg center dot center dot center dot pi and Hg center dot center dot center dot Hg distances are 3.937 and 4.0216(10)angstrom, respectively, possibly indicating weak mercuriophilic interactions. The luminescent properties of the complexes in solution and in the solid state at room temperature are also described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2009.01.002
• 作为产物：
  描述：

  4-吗啉硫代羰酰肼 、 2'-羟基苯乙酮 以 乙醇 为溶剂， 反应 12.0h， 生成 2-hydroxyacetophenone morpholine N-thiohydrazone
  参考文献：
  名称：

  Dey, Kamalendu; Bandyopadhyay, Debasish, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1992, vol. 31, # 1.2, p. 34 - 38

  摘要：

  DOI：

文献信息

• New copper(II) complexes of 2-hydroxyacetophenone N(4)-substituted thiosemicarbazones and polypyridyl co-ligands: structural, electrochemical and antimicrobial studies
  作者：Rohith P. John、A. Sreekanth、V. Rajakannan、T.A. Ajith、M.R. Prathapachandra Kurup

  DOI：10.1016/j.poly.2004.09.004

  日期：2004.10

  Abstract Seven new copper(II) complexes of 2-hydroxyacetophenone N(4)-substituted thiosemicarbazones (H2L) and bidentate polypyridyl compounds 2,2′-bipyridine and 1,10-phenanthroline (B) were prepared and characterized. The thiosemicarbazones bind to the metal as dianionic ONS donors (L2−) and yield compounds of the stochiometry [MLB]. The structure of the compound [Cu(L4)(2,2′-bipy)] (6) was investigated

  摘要制备并表征了七个新的2-羟基苯乙酮N（4）-取代的硫代氨基甲唑酮（H2L）和二齿多吡啶基化合物2,2'-联吡啶和1,10-菲咯啉（B）的铜（II）配合物。硫代半咔唑酮作为阴离子ONS供体（L2-）与金属结合，并产生化学计量比的化合物[MLB]。通过单晶X射线衍射法研究了化合物[Cu（L4）（2,2'-bipy）]（6）的结构。自旋哈密顿量和从EPR光谱计算得出的化合物的键合参数表明该化合物具有方形金字塔（SPY）结构。g值预测具有B1g基态的C4v对称性的几何形状。键合参数显示出显着的平面内π键合。配合物的循环伏安法研究表明，对应于Cu（II / I）对的不可逆氧化还原峰和对应于铜（II / III）氧化的准可逆氧化还原峰。硫半脲及其铜配合物对大肠杆菌，金黄色葡萄球菌，真菌白色念珠菌和黄曲霉具有显着的生长抑制活性。
• Synthesis and structural studies of novel Co(III) ternary complexes containing N(4)-substituted thiosemicarbazones of 2-hydroxyacetophenone and heterocyclic bases
  作者：Rohith P John、A Sreekanth、Maliyeckal R Prathapachandra Kurup、Shaikh M Mobin

  DOI：10.1016/s0277-5387(02)01227-5

  日期：2002.11

  eight neutral ternary Co(III) complexes of 2-hydroxyacetophenone N(4)-substituted thiosemicarbazones (H2L), bidentate heterocyclic bases 2,2′-bipyridine (bipy)/1,10-phenanthroline (phen) and azide with a general formula [MLB(N3)] were prepared. The complexes were characterized by means of spectroscopic methods. The coordination geometry around Co(III) in all the complexes is distorted octahedral with

  摘要一个有趣的系列，由八种2-羟基苯乙酮N（4）-取代的硫代氨基甲唑酮（H2L），二齿杂环碱基2,2'-联吡啶（bipy）/ 1,10-菲咯啉（phen）和制备了具有通式[MLB（N3）]的叠氮化物。配合物通过光谱法表征。在所有配合物中，Co（III）周围的配位几何结构是扭曲的八面体，带有一个二元三齿配体L2-，一个双齿杂环基和一个末端配位的叠氮化物基团。化合物CoL4bipyN3的晶体结构被完全解析。所有电子转换都已分配。所有复合物都是抗磁性的，表明在d6强磁场中存在钴。
• Kumar; Mishra, Journal of the Indian Chemical Society, 1990, vol. 67, # 2, p. 159 - 161
  作者：Kumar、Mishra

  DOI：——

  日期：——
• Chelating behavior of 2-hydroxyacetophenone N(4)-disubstituted thiosemicarbazones: Facile formation of Mn(IV) complexes – X-ray structure, EPR and cyclic voltammetric studies
  作者：Rohith P. John、Anandram Sreekanth、Maliyeckal R. Prathapachandra Kurup、Hoong-Kun Fun

  DOI：10.1016/j.poly.2005.01.004

  日期：2005.3

  Reaction of tridentate ONS donor ligands H2L1, H2L2 and H2L (3) (H2L1 = 2-hydroxyacetophenone hexamethylencimine-3-thiosemicarbazone; H2L2 = 2-hydroxyacetophenone morpholine-3-thiosemicarbazone; H2L3 = 2-hydroxyacetophenone N(4)-methyl, phenyl thiosemicarbazone) with Mn(OAC)(2) center dot 4H(2)O afforded manganese(IV) complexes of the type [MnL2] in an ethanol-methanol mixture under air. The crystal structure of Mn(L-2)(2) center dot 0.25H(2)O reveals an octahedral geometry with the ligand coordinated in a meridional fashion. The molecule is packed in the crystal lattice with extended hydrogen bonding networks. EPR spectra of the complexes in frozen solution at 77 K show a weak signal at g approximate to 4 and a strong sextet at g 2 consistent with manganese(IV) in an octahedral environment. Cyclic voltammetry in DMSO/ dichloromethane show quasi-reversible peaks corresponding to the Mn(IV)/ Mn(III) redox couple. (c) 2005 Elsevier Ltd. All rights reserved.
• Dey, Kamalendu; Chakraborty, Kartick, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, <hi>1999</hi>, vol. 38, # 4, p. 381 - 384
  作者：Dey, Kamalendu、Chakraborty, Kartick

  DOI：——

  日期：——