5-methyl-3-formylpyrazole-3-piperidinylthiosemicarbazone | 525558-03-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methyl-3-formylpyrazole-3-piperidinylthiosemicarbazone
• CAS: 525558-03-6
• 化学式: C₁₁H₁₇N₅S
• 分子量: 251.355
• InChiKey: ACVRRAYCNPLGEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.41
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  56.31
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  nickel(II) nitrate hexahydrate 、 5-methyl-3-formylpyrazole-3-piperidinylthiosemicarbazone 以 乙醇 为溶剂， 以75%的产率得到[Ni(II)(5-methyl-3-formylpyrazole-3-piperidinylthiosemicarbazone)2](NO3)2*2H2O
  参考文献：
  名称：

  Synthesis and spectroscopic characterisation of new nickel (II) complexes with 5-methyl-3-formylpyrazole-3-piperidinylthiosemicarbazone (HMPz3Pi): X-ray structures of HMPz3Pi and [Ni(HMPz3Pi)2]Cl2·2H2O with indication for unusual rotation about the azomethine double bond of the free ligand on complexation

  摘要：

  New nickel (II) complexes of 5-methyl-3-formylpyrazole-3-piperidinylthiosemicarbazone (HMP(z)3Pi), [Ni(HMP(z)3Pi)(2)]X-2.2H(2)O (X = Cl, Br, ClO4, BF4 and NO3) have been synthesised and physico-chemically characterised by elemental analyses, magnetic susceptibility and conductivity measurements at RT, electronic and IR spectra. All the reported species are 1:2 electrolytic cationic complexes. Electronic spectra in the solid state and in MeOH solutions suggest a six-coordinate distorted octahedral geometry for all the reported complexes. IR spectral data (4000-200 cm(-1)) are indicative of a neutral NNS tridentate function of HMP(z)3Pi coordinating to the central Ni(II) via the pyrazolyl (tertiary) ring nitrogen, azomethine nitrogen and thio-keto sulfur. X-ray crystallography of [Ni(HMP(z)3Pi)(2)]Cl(2)center dot 2H(2)O (P1, triclinic) has authenticated a NiN4S2 octahedral coordination and the pair of coordinating ligands (HMP(z)3Pi) are almost orthogonal. A close scrutiny of the X-ray data of HMP(z)3Pi (Pbca, orthorhombic) and [Ni(HMP(z)3Pi)(2)]Cl-2.2H(2)O (P1, triclinic) indicates an unusual rotation about the azomethine (C=N) double bond during complexation with Ni(II). A possible mechanism for such a rotation has been proposed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2005.01.024

文献信息

• Synthesis and spectroscopic identification of new iron(III) complexes with 5-methyl-3-formylpyrazole-3-piperidinylthiosemicarbazone (HMPz3Pi): X-ray structure of [Fe(MPz3Pi)2]ClO4·2H2O
  作者：Nitis Chandra Saha、Ray J Butcher、Siddhartha Chaudhuri、Nityananda Saha

  DOI：10.1016/s0277-5387(02)01342-6

  日期：2003.2

  New iron(III) complexes of 5-methyl-3-formylpyrazole-3-piperidinylthiosemicarbazone (HMP(z)3Pi), [Fe(MP(z)3Pi)(2)]X.2H(2)O (X = Cl, ClO4 and NO3) have been synthesised and physico-chemically characterised by magnetic data (polycrystalline state), electronic, IR and EPR spectral studies. Each of the reported species is a cationic complex (1:1 electrolyte) containing two moles of monodeprotonated title ligand and an anionic counterpart. IR spectra (4000-200 cm(-1)) indicate coordination to the central iron(III) ion via the pyrazolyl (tertiary) ring nitrogen, azomethine nitrogen and thiolato sulfur atoms of the primary ligand molecule. EPR data (RT and LNT) show the presence of a low spin iron(III) cation with d(xz)(2)d(yz)(2)d(xy)(1) configuration. X-ray crystallographic data of [Fe(MP(z)3Pi)(2)]ClO4.2H(2)O (P (1) over bar, triclinic) have authenticated a FeN4S2 octahedral coordination as envisaged from spectral data. In the complex species, the two azomethine nitrogen atoms are trans to each other, while the pyrazolyl ring nitrogens and the thiolato sulfurs are in cis positions. (C) 2002 Elsevier Science Ltd. All rights reserved.