2-(hydroxylamino)-propanehydrazone

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(hydroxylamino)-propanehydrazone
• 英文别名: Propanoic acid, 2-(hydroxyimino)-, hydrazide；(2E)-2-hydroxyiminopropanehydrazide
• 化学式: C₃H₇N₃O₂
• 分子量: 117.107
• InChiKey: QSQXRFQLKPBJOD-QHHAFSJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  间苯二甲腈 、 2-(hydroxylamino)-propanehydrazone 在 sodium 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以81%的产率得到
  参考文献：
  名称：

  Polynuclear complexes of a series of hydrazone and hydrazone–oxime ligands – M2 (Fe), M4 (Mn, Ni, Cu), and Mn (Cu) examples

  摘要：

  Tetranuclear, dinuclear and chain complexes involving some polyfunctional hydrazone and thiocarbohydrazone-based ligands are discussed. Ni(II) and Mn(II) [2 x 2] grids form with mu(2)-S and mu(2)-O bridges respectively, and are antiferromagnetically coupled (J = -167(5), -3.59(2) cm(-1) respectively). With the Fe(II) based system oxidation to Fe(III) occurs, and a mu(2)-O-hydrazone bridged dimer results, with antiferromagnetic exchange between the S = 5/2 spin centers (J = -22.5(2) cm(-1)). In the case of Cu(II) the diazine group acts as a mu(2)-N-N bridge between Cu(II) centers in two cases involving a tetranuclear and a chain complex. Non-orthogonal bridging through N-N and carboxylate bridges leads to antiferromagnetic exchange in the tetranuclear case (J = -32.7(7), -16.1(7) cm(-1) respectively) and ferromagnetic exchange in the chain complex due to orthogonal N-N bridging (J = 3.3(1) cm(-1)). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.10.018
• 作为产物：
  描述：

  ethyl (2E)-2-(hydroxyimino)propanoate 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以88.9%的产率得到2-(hydroxylamino)-propanehydrazone
  参考文献：
  名称：

  基于酰肼配体的方平面镍（II）和铜（III）配合物的模板合成

  摘要：

  镍（II）和铜（II）的阴离子配合物与酰肼配体（2-羟基亚氨基丙酰肼[CH 3 C（NOH）C（O）NHNH 2，H 2 poh]和草酰二酰肼[NH 2 NHC（研究了O）C（O）NHNH 2，H 2 oxh]和甲醛，并通过NMR，IR光谱，循环伏安法和单晶X射线分析对分离出的化合物进行了表征。高2在环化过程中，伴随着中心原子被空气中的氧气氧化为+3状态。配合物中的中心原子为方形平面，其中四个氮原子分别属于去质子化的酰肼（Cu）或两个酰肼和两个肟（Ni）基团。配合物中的环状1,3,5-恶二嗪烷片段采用椅子构象，保留在溶液中。

  DOI：

  10.1039/a802451k

文献信息

• Polynuclear Fe_<i>n</i>Complexes (<i>n</i>= 1, 2, 4, 5) of Polytopic Hydrazone Ligands with Fe(II), Fe(III) and Mixed Oxidation State Combinations
  作者：Muhammad U. Anwar、Konstantin V. Shuvaev、Louise N. Dawe、Laurence K. Thompson

  DOI：10.1021/ic201891h

  日期：2011.12.5

  examples of mononuclear, dinuclear, tetranuclear, and pentanuclear complexes have been observed within a related class of ligands. In addition, ligand site donor composition can lead to coordination spheres that stabilize both high spin Fe(II) and Fe(III) sites, with evidence for Fe(II) spin crossover. Structural and magnetic properties are examined, which reveal the presence of antiferromagnetic exchange

  检查了一些基于poly的配体的铁配位化学。配合物源自一般的自组装策略，其中配体设计可用于设计特定的多金属[ n × n]网格架构。然而，作为任何复杂平衡过程的一部分，低聚实体也可能发生，特别是在考虑配体互变异构柔性时，并且在相关配体类别中观察到了单核，双核，四核和五核配合物的实例。另外，配体位点供体的组成可导致配位球稳定高自旋Fe（II）和Fe（III）位，并有Fe（II）自旋交叉的证据。检查了结构和磁性，揭示了多核系统中反铁磁交换的存在。
• Octanuclear {Ln(III)₈}(Ln = Gd, Tb, Dy, Ho) Macrocyclic Complexes in a Cyclooctadiene-like Conformation: Manifestation of Slow Relaxation of Magnetization in the Dy(III) Derivative
  作者：Vadapalli Chandrasekhar、Prasenjit Bag、Enrique Colacio

  DOI：10.1021/ic400091j

  日期：2013.4.15

  a new multidentate chelating ligand (2E,N′E)-N′-(3-((bis(2- hydroxyethyl)amino)methyl)-2-hydroxy-5-methylbenzylidene)-2-(hydroxyimino) propane hydrazide (LH5), containing two unsymmetrically disposed arms; one side of the phenol unit is decorated with a diethanolamine group while the other side is a hydrazone that has been built by the condensation reaction involving 2-hydroxyiminopropanehydrazide.

  一系列的合成大环，同构octanuclear镧系络合物[钆8（LH 2）4（μ-PIV）4（η 2 -Piv）4（μ-OME）4 ]·6CH 3 OH·2H 2 O（1），[TB 8（LH 2）4（μ-PIV）4（η 2 -Piv）4（μ-OME）4 ] 4 CH 3 OH·4H 2 O（2），[镝8（LH 2）4（μ-Piv）4（η 2 -Piv）4（μ-OME）4 ]·8CH 3 OH（3），和[HO 8（LH 2）4（μ-PIV）4（η 2 -Piv）4（μ-OME）4 ]·CH 3 OH·4H 2 O（4）已经实现，使用LN（III）硝酸盐，特戊酸，和一个新的多齿螯合配位体（2 ë，ñ ' ë ） - ñ ' - （3-（ （双（2-羟乙基）氨基）甲基-2-羟-5-甲基亚苄基）-2-（羟亚氨基）丙烷酰肼（LH 5），包含两个不对称放置的臂；苯酚单元的一侧装饰有二乙醇胺基，而另一侧则
• μ-O Bridged Mn₁₀ Assemblies with Open O₆ Sites for Binding Extra Guests: Structural, Magnetic, and Surface Studies
  作者：Muhammad U. Anwar、Louise N. Dawe、Mohammad S. Alam、Laurence K. Thompson

  DOI：10.1021/ic3003355

  日期：2012.11.5

  High nuclearity [Mn10M2] clusters have been achieved through a self-assembly approach where multiple coordinating functional groups are incorporated into one ligand. When the hydrazone group appended with an oxime function as a reactive intermediate is used, the attachment of a vanillin subunit creates a ligand (L4) with three coordinating groups, which in their own right lead to cluster assemblies. The trifunctional ligand L4 produces a series of self-assembled, mixed oxidation state (Mn(II)/Mn(III)) Mn10M2 based clusters with an overall linear structure comprising two connected pentanuclear Mn-5 halves, which bind alkali metal cations (M = Li, Na, K, Rb, Cs) and H3O+ in the vanillin (O-6) end pockets, created by the assembly of three ligands around each Mn-5 subunit. Antiferromagnetic exchange dominates the spin coupling in the Mn-10 complexes, and surface studies on highly oriented pyrolytic graphite (HOPG) clearly show the arrangement of metal ions (Mn, Cs) in the Mn10Cs2 linear cluster assembly.
• Polynuclear complexes of a series of hydrazone and hydrazone–oxime ligands – M2 (Fe), M4 (Mn, Ni, Cu), and Mn (Cu) examples
  作者：Marcus W. Drover、Santokh S. Tandon、Muhammad U. Anwar、Konstantin V. Shuvaev、Louise N. Dawe、Julie L. Collins、Laurence K. Thompson

  DOI：10.1016/j.poly.2013.10.018

  日期：2014.1

  Tetranuclear, dinuclear and chain complexes involving some polyfunctional hydrazone and thiocarbohydrazone-based ligands are discussed. Ni(II) and Mn(II) [2 x 2] grids form with mu(2)-S and mu(2)-O bridges respectively, and are antiferromagnetically coupled (J = -167(5), -3.59(2) cm(-1) respectively). With the Fe(II) based system oxidation to Fe(III) occurs, and a mu(2)-O-hydrazone bridged dimer results, with antiferromagnetic exchange between the S = 5/2 spin centers (J = -22.5(2) cm(-1)). In the case of Cu(II) the diazine group acts as a mu(2)-N-N bridge between Cu(II) centers in two cases involving a tetranuclear and a chain complex. Non-orthogonal bridging through N-N and carboxylate bridges leads to antiferromagnetic exchange in the tetranuclear case (J = -32.7(7), -16.1(7) cm(-1) respectively) and ferromagnetic exchange in the chain complex due to orthogonal N-N bridging (J = 3.3(1) cm(-1)). (C) 2013 Elsevier Ltd. All rights reserved.
• Template synthesis of square-planar nickel(II) and copper(III) complexes based on hydrazide ligands
  作者：Igor O. Fritsky、Henryk Kozłowski、Peter J. Sadler、Oksana P. Yefetova、Jolanta Śwątek-Kozłowska、Valentina A. Kalibabchuk、Tadeusz Głowiak

  DOI：10.1039/a802451k

  日期：——

  between anionic complexes of nickel(II) and copper(II) with the hydrazide ligands (2-hydroxyiminopropionohydrazide [CH3C(NOH)C(O)NHNH2, H2poh] and oxalodihydrazide [NH2NHC(O)C(O)NHNH2, H2oxh] and formaldehyde have been investigated. The isolated compounds were characterised by means of NMR, IR spectroscopy, cyclic voltammetry and single crystal X-ray analysis. In the case of the copper complex with H2oxh

  镍（II）和铜（II）的阴离子配合物与酰肼配体（2-羟基亚氨基丙酰肼[CH 3 C（NOH）C（O）NHNH 2，H 2 poh]和草酰二酰肼[NH 2 NHC（研究了O）C（O）NHNH 2，H 2 oxh]和甲醛，并通过NMR，IR光谱，循环伏安法和单晶X射线分析对分离出的化合物进行了表征。高2在环化过程中，伴随着中心原子被空气中的氧气氧化为+3状态。配合物中的中心原子为方形平面，其中四个氮原子分别属于去质子化的酰肼（Cu）或两个酰肼和两个肟（Ni）基团。配合物中的环状1,3,5-恶二嗪烷片段采用椅子构象，保留在溶液中。