α-oxiaminoacetoacetanilide-4-phenylthiosemicarbazone | 403856-11-1

• 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: α-oxiaminoacetoacetanilide-4-phenylthiosemicarbazone
• 英文别名: alpha-Oximinoacetoacetanilide-4-phenylthiosemicarbazone；2-hydroxyimino-N-phenyl-3-(phenylcarbamothioylhydrazinylidene)butanamide
• CAS: 403856-11-1
• 化学式: C₁₇H₁₇N₅O₂S
• 分子量: 355.42
• InChiKey: AOLBOTPVOZJKMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  130
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  α-oxiaminoacetoacetanilide-4-phenylthiosemicarbazone 、 copper dichloride 以 乙醇 为溶剂， 以85%的产率得到copper;N-[(E)-[(3Z)-4-anilino-3-oxidoimino-4-oxobutan-2-ylidene]amino]-N'-phenylcarbamimidothioate;hydrate
  参考文献：
  名称：

  SYNTHESIS OF MONO AND BINUCLEAR COMPLEXES OF α-OXIMINOACETOACETANILIDE-4-PHENYLTHIOSEMICARBAZONE

  摘要：

  Transition metal complexes of alpha-oximinoacetoacetanilide-4-phenylthiosemicarbazone (H(3)AT) have been synthesized. Attempts were made to elucidate their geometries by elemental and thermal analyses, molar conductance, magnetic measurements and spectroscopy (IR and electronic). All the investigated metal ions form mononuclear complexes except the Cu(II) and Fe(III) ions which form binuclear complexes. The ligand behaves as a binegative tridentate species and coordinates via the thiol sulfur and azomethine nitrogens of the oxime and thiosemicarbazone moieties with Cu(II), Ni(II) and Pd(II) ions, and as a trinegative tridentate species with Fe(III) ion forming a sulfur bridge. The loss of thiol and oxime hydrogens is confirmed by the pH titrations of H(3)AT and its metal(II) complexes against 0.01 M NaOH. The protonation constants (log K-l(H) 10.7 and log K-l(H) = 6.6) were calculated as well as the stability constants of the metal complexes. The ligand may be applied as analytical reagent for the spectrophotometric determination of Ni(II), Co(II), Cu(II) and Pd(II) ions in the 0.5-3 ppm range. The Cu(II), Ni(II) and Pd(II) complexes possess square-planar stereochemistry. Co(II) salts form two types of complexes; one is diamagnetic, due to complete oxidation to Co(III), the other is paramagnetic with a subnormal magnetic moment due to partial oxidation of Co(H). The ligand field parameters were calculated for the two complexes.

  DOI：

  10.1081/sim-100108262