2-hydroxy-N'-[3-(hydroxyimino)butan-2-ylidene]benzohydrazide | 73276-53-6

• 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: 2-hydroxy-N'-[3-(hydroxyimino)butan-2-ylidene]benzohydrazide
• 英文别名: biacetylmonoxime salicyloylhydrazone；diacetyl monooxime salicyloylhydrazone；H2hhmh；Diacetyl-monoxim-salicyloyl-hydrazon；Diacetyl-oxim-salicyloyl-hydrazon；2-hydroxy-N-(3-hydroxyiminobutan-2-ylideneamino)benzamide
• CAS: 73276-53-6
• 化学式: C₁₁H₁₃N₃O₃
• 分子量: 235.243
• InChiKey: BHBVXRRAFDXZOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  94.3
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  锌 、 2-hydroxy-N'-[3-(hydroxyimino)butan-2-ylidene]benzohydrazide 在 N(C₂H₅)3 作用下， 以 甲醇 为溶剂， 以75%的产率得到Zn(diacetyl monooxime salicyloylhydrazone(1-))2
  参考文献：
  名称：

  Crystal engineering with aroyl hydrazones of diacetyl monooxime – Molecular and supramolecular structures of two Ni(II) and two Zn(II) complexes

  摘要：

  Four new Schiff bases of aroyl hydrazides with diacetyl monooxime have been prepared, and Ni(II) and Zn(II) complexes of these ligands have been synthesized. Two Ni(II) and two Zn(II) complexes have been characterized by X-ray crystallography. The aroyl hydrazone ligands were designed in such a way that there is a systematic variation in the H-bond forming abilities of their aroyl moiety, e.g. both H-bond acceptor and donor (salicyloyl), only H-bond donor (anthraniloyl), only H-bond acceptor (isonicotinoyl). It is shown in this work that such a variation in the H-bond donor acceptor properties of the ligands leads to considerable diversity in their supramolecular architecture. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2007.03.063
• 作为产物：
  描述：

  水杨酰肼 、 二乙酰一肟 以 甲醇 为溶剂， 生成 2-hydroxy-N'-[3-(hydroxyimino)butan-2-ylidene]benzohydrazide
  参考文献：
  名称：

  含三齿芳酰hydr肟的Oxovanadium（V）配合物：合成，表征和抗菌活性。

  摘要：

  摘要已经报道了一些新的氧钒钒（V）络合物[VOL1-3（OEt）（EtOH）]（1-3），这些络合物是从席夫碱H2L1-3的反应中获得的，其中H2L1 =水杨酰of二乙酰基单肟； H2L2 =二乙酰基单肟的4-甲氧基水杨hydr，H2L3 =二乙酰基单肟的4-羟基水杨hydr）与VO（acac）2的摩尔比为1：1。本研究中使用了三种4-R-芳酰基hydr肟（V）作为配体，它们的取代基R的诱导作用不同（R = H，OCH3和OH），以便观察其对化合物的影响（如果有）。复合物的氧化还原电位和生物活性。所有合成的配体和金属络合物均已通过元素分析，IR，UV-Vis和NMR光谱法成功表征。[VOL1（OEt）（EtOH）]（1）的X射线衍射研究表明，金属中心具有扭曲的八面体O5N配位球，其中O，N，O供体配体和乙氧基组成令人满意的O3N基础飞机。络合物的循环伏安法显示准可逆循环伏安法响应，其电势范围为0

  DOI：

  10.1016/j.poly.2011.10.017

文献信息

• Coordination mode variation of oximate in complexes of VO(OMe)2+ and VO2+ with biacetylmonoxime salicyloylhydrazone: Structural confirmation, properties and photocatalytic applications
  作者：Ankit Kumar Srivastava、Sabari Ghosh、Samudranil Pal

  DOI：10.1016/j.ica.2019.119344

  日期：2020.3

  bis(acetylacetonato)oxidovanadium(IV) [VO(acac)2] with biacetylmonoxime salicyloylhydrazone (H3L, where three dissociable protons represent the oxime, the amide and the phenol protons) in methanol produced the dimeric oxidomethoxidovanadium(V) complex [VO(μ-OMe)(HL)]2 (1) in 55% yield, while the same reaction in presence of two mole equivalents of KOH afforded a pervanadyl complex K[VO2(HL)]∙MeOH (2∙MeOH) in

  摘要等摩尔量的双（乙酰​​丙酮基）氧化钒（IV）[VO（acac）2]与联乙酰一肟水杨酰hydr（H3L，其中三个可解离的质子代表肟，酰胺和酚质子）在甲醇中的反应生成了二聚氧化甲基氧化钒（V ）络合物[VO（μ-OMe）（HL）] 2（1），产率为55％，而在2摩尔当量的KOH存在下进行相同的反应，得到过氧钒基络合物K [VO2（HL）]∙MeOH（2∙ MeOH），收率60％。两种配合物均通过元素分析，质谱，磁化率和电导率测量，差示扫描量热法，各种光谱法（IR，UV-Vis和1H NMR）和循环伏安法进行表征。抗磁性复合物为棕色。在溶液中，1是非电解的，而2∙MeOH是1：1的电解质。在固态下 它们分别在高达132和269°C的温度下仍保持热稳定。确定了1和2∙MeOH的X射线晶体结构。在中心对称的边缘共享生物体六面体1中，（HL）2-充当稠合的5,6-元螯合环，形成酰胺基-O，亚胺基-
• Phenolic oxime based receptors for selective detection of fluoride
  作者：Suchibrata Borah、Bhrigu Phukan Das、Gayatri Konwar、Sanjeev Pran Mahanta、Nayanmoni Gogoi

  DOI：10.1039/c5ra15460j

  日期：——

  The possibilities to employ phenol and oxime functionalities as the fluoride recognition motif are investigated. In this regard, two new phenolic oximes H1 and H2 were prepared where the two units are linked via different aliphatic spacers. Among them, H1 exhibits intense and instantaneous colour change upon addition of fluoride ion which is clearly discernible by the “naked eye”. Optical, 1H NMR and

  研究了将苯酚和肟官能团用作氟化物识别基序的可能性。在这方面，制备了两个新的酚肟H1和H2，其中两个单元通过不同的脂族间隔基连接。其中，添加氟离子后，H1呈现强烈且瞬时的颜色变化，这可以通过“裸眼”清晰辨认。光学，1 H NMR和CV分析表明，与本研究中测试的其他阴离子相比，H1是氟离子的高度选择性受体。
• An Ionic Dysprosium Complex Made of a Hexanuclear Dy ₆ Cationic Cluster and a Mononuclear Dy Anionic Unit
  作者：Jean‐Pierre Costes、Carine Duhayon

  DOI：10.1002/ejic.201402622

  日期：2014.10

  novel ionic dysprosium species. The structural determination confirms the existence of a hexanuclear Dy cationic entity along with a mononuclear Dy anionic unit. The topological analysis of the hexanuclear cluster indicates that it corresponds to a 2,4M6–1 graph, observed for the first time for Dy complexes. The electrostatic model for the determination of the magnetic anisotropy in Dy complexes implemented

  真正的 2-羟基-N'-[3-(羟基亚氨基)丁烷-2-亚基]}苯甲酰肼配体，通过 1H、13C 和 15N NMR 光谱和化学分析表征，已被用于合成新型离子镝物种. 结构测定证实了一个六核 Dy 阳离子实体和一个单核 Dy 阴离子单元的存在。六核簇的拓扑分析表明它对应于 2,4M6-1 图，这是第一次观察到 Dy 配合物。在麦哲伦程序中实现的用于确定 Dy 复合物中磁各向异性的静电模型证实，为了在多核 Dy 实体中获得大的各向异性，很难控制六个 Dy 离子的不同各向异性轴的取向，
• Poddar, S. N.; Samanta, G. C.; Mukherjee, G., Journal of the Indian Chemical Society, 1985, vol. 62, # 1, p. 7 - 10
  作者：Poddar, S. N.、Samanta, G. C.、Mukherjee, G.、Ghosh, S.

  DOI：——

  日期：——
• Synthesis, characterization, crystal structures and DNA binding studies of nickel(II) hydrazone complexes
  作者：Nataraj Chitrapriya、Viswanathan Mahalingam、Matthias Zeller、Karuppannan Natarajan

  DOI：10.1016/j.ica.2010.05.017

  日期：2010.11

  A series of octahedral and square-planar Ni(II) complexes have been synthesized from two different types of hydrazone ligands. The isolated complexes have been characterized by means of analytical and spectroscopic techniques. The structures of two of the complexes have been determined by single crystal Xray diffraction study. The binding modes of the complexes with DNA and their ability to bind DNA have been investigated by UV-Vis absorption titration, ethidium bromide fluorescence displacement experiments, and viscometry measurements and cyclic voltammetry studies. The experimental results show that the mode of binding of the complexes to DNA is combination of different mode of interaction. (c) 2010 Elsevier B.V. All rights reserved.