2-((2-(pyridin-2-yl)hydrazono)methyl)-4-bromophenol | 111781-97-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-((2-(pyridin-2-yl)hydrazono)methyl)-4-bromophenol
• 英文别名: 4-bromo-2-((2-(pyridin-2-yl)hydrazono)methyl)phenol；4-bromo-2-(pyridin-2-yl-hydrazonomethyl)-phenol；N-(2-pyridyl)-N'-(5-bromosalycylidene)hydrazine；N-(2-pyridyl)-N'-(5-Br-salicylidene)hydrazine；5-Bromosalicylaldehyde (pyridin-2-yl)hydrazone；4-bromo-2-[(pyridin-2-ylhydrazinylidene)methyl]phenol
• CAS: 111781-97-6
• 化学式: C₁₂H₁₀BrN₃O
• mdl: MFCD00683822
• 分子量: 292.135
• InChiKey: VQQMWAPCKOMOKF-UHFFFAOYSA-N

物化性质

• 熔点：
  221 °C
• 沸点：
  439.9±45.0 °C(Predicted)
• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(triphenylphosphine)nickel(II) chloride 、 2-((2-(pyridin-2-yl)hydrazono)methyl)-4-bromophenol 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Effective Oxidation of Alcohols with H₅IO₆Catalyzed by Nickel(II) Schiff Base Complexes

  摘要：

  Nickel(II)-Schiff base-triphenylphosphine complexes catalyze oxidation of alcohols to carbonyls in presence of minimum amount of periodic acid. The catalytic oxidation was developed in mild conditions and showed good yields. The effects of temperature, time, and concentrations of catalyst and co-oxidant were studied. Higher catalytic activity has been observed for NiL1 compared to the other complexes.

  DOI：

  10.1080/15533174.2010.503180
• 作为产物：
  描述：

  2-肼吡啶 、 5-溴水杨醛 以 甲醇 为溶剂， 生成 2-((2-(pyridin-2-yl)hydrazono)methyl)-4-bromophenol
  参考文献：
  名称：

  [EMIM]Cl 中的钴络合物 – 将醇氧化为羰基的催化剂

  摘要：

  摘要 合成并表征了钴(II)-席夫碱与三苯基膦的配位络合物体系。这些催化剂在伯醇和仲醇的氧化中是有效的。在NaOCl存在下，在乙基-甲基-咪唑鎓离子液体中进行氧化反应。CoL1 具有更高的催化活性。

  DOI：

  10.1016/j.inoche.2009.11.014

文献信息

• A catalytic process for the selective oxidation of alcohols by copper (II) complexes
  作者：Dileep Ramakrishna、Badekai Ramachandra Bhat

  DOI：10.1016/j.inoche.2011.02.007

  日期：2011.5

  Abstract Novel copper (II)–N–(2-pyridyl)–N'–(5-R-salicylidene) hydrazine triphenylphosphine complexes have been synthesized and characterized. The complexes were effective in the catalytic oxidation of primary and secondary alcohols in presence of periodic acid (H5IO6) as oxidant. The oxidation reactions were carried out in acetonitrile. Electrochemical electron transfer study reveals CuII–CuI reduction

  摘要 合成并表征了新型铜 (II)-N-(2-吡啶基)-N'-(5-R-水杨基)肼三苯基膦配合物。在作为氧化剂的高碘酸 (H5IO6) 存在下，该配合物可有效催化氧化伯醇和仲醇。氧化反应在乙腈中进行。电化学电子转移研究揭示了甲醇溶液中的 CuII-CuI 还原。已经提出了对上述反应的机理研究。
• Green conversion of alcohols to carbonyls catalyzed by novel ruthenium-Schiff base-triphenylphosphine complexes
  作者：Dileep Ramakrishna、Badekai Ramachandra Bhat

  DOI：10.1016/j.inoche.2010.10.010

  日期：2011.1

  Abstract A series of new RuII-Schiff base complexes of containing Ph3P has been prepared and characterized. The complexes have been used as catalysts for the oxidation of alcohols in [EMIM]Cl ionic liquid–NaOCl system. Higher catalytic activity was found for RuL1. A plausible mechanism has been proposed.

  摘要 制备并表征了一系列新型含Ph3P的RuII-Schiff碱配合物。该配合物已被用作[EMIM]Cl离子液体-NaOCl体系中醇氧化的催化剂。发现 RuL1 具有更高的催化活性。已经提出了一种合理的机制。
• Some ternary complexes of oxovanadium(IV) with acetylacetone and N-(2-pyridyl)-N′-(salicylidene)hydrazine and its derivatives
  作者：Anindita Sarkar、Samudranil Pal

  DOI：10.1016/j.poly.2005.11.009

  日期：2006.5

  structures of two representative complexes have been determined by X-ray crystallography. In each structure, the metal centre is in a distorted octahedral N2O4 coordination sphere. The tridentate phsalR− coordinates the metal ion via the pyridine-N, the imine-N and the phenolate-O atoms in a meridional fashion. The remaining three coordinations sites are occupied by the bidentate O,O-donor acetylacetonate

  摘要[VO（acac）2]与N-（2-吡啶基）-N′-（5-R-水杨基）肼（HphsalR）（分别来自2-肼基吡啶和5-取代的水杨醛）的反应在有氧条件下，在沸腾的乙腈中，提供通式为[VO（phsalR）（acac）]的氧钒（IV）的三元配合物。该复合物已通过分析，磁性和光谱测量表征。已经通过X射线晶体学确定了两种代表性复合物的结构。在每种结构中，金属中心都在扭曲的八面体N2O4配位球中。三齿phsalR-以子午方式通过吡啶-N，亚胺-N和酚盐-O原子配位金属离子。剩下的三个协调站点被O占用，O-给体乙酰丙酮酸酯（acac-）和氧代基团。在晶格中，两个复合物中的每一个的分子通过分子间N–H⋯OV氢键相互作用组装成一维超分子结构。使用二甲基亚砜的配合物溶液收集的电子光谱显示，由于d–d跃迁，在643–720 nm范围内吸收较弱；由于配体到金属的电荷转移和配体居中的跃迁，在510–262 nm范
• Dioxovanadium(V) complexes with N,N,O-donor monoanionic ligands: Synthesis, structure and properties
  作者：Anindita Sarkar、Samudranil Pal

  DOI：10.1016/j.poly.2006.10.012

  日期：2007.4

  measurements. The physical properties of the complexes are consistent with the +5 oxidation state of the metal ion in them. The X-ray structure of a representative complex, [VO2(phsal)] (R = H) has been determined. The metal centre in [VO2(phsal)] is in square-pyramidal N2O3 coordination sphere. The monoanionic pyridine-N, imine-N and phenolate-O donor phsal− and one of the two oxo groups form the N,N,O

  具有通式[VO Dioxovanadium（V）络合物2（phsalR）]已通过一个摩尔当量的反应是在52-63％的收率合成各VOSO的4  ·5H 2 O，4-R-2-（吡啶-2-基在水-乙腈（1：1.3）混合物中的酰基-肼基甲基）-苯酚（HphsalR，其中R = H，OCH 3，Cl，Br和NO 2）和N（C 2 H 5）3。通过元素分析，磁化率和光谱（IR，UV-Vis，NMR和EPR）测量对复合物进行了表征。配合物的物理性质与其中金属离子的+5氧化态一致。代表性复合物的X射线结构，[VO 2（phsal）]（R = H）已确定。[VO 2（phsal）]中的金属中心位于方锥N 2 O 3配位球中。单阴离子吡啶N，亚胺-N和酚-O供体phsal -和两个氧代基团之一形成N，N，O，O-基面，而另一个氧代基团满足第五心尖配位位点。由于氧代基团在V–O–V桥基的基础平面上的参与，该方形
• Dioxomolybdenum(VI) complexes with 2-((2-(pyridin-2-yl)hydrazono)methyl)phenol and its derivatives
  作者：Sathish Kumar Kurapati、Uppala Ugandhar、Swamy Maloth、Samudranil Pal

  DOI：10.1016/j.poly.2012.05.019

  日期：2012.7

  Dioxomolybdenum(VI) complexes having the general formula cis-[MoO2(OMe)(L-n)] (1-6) with the tridentate 2-((2-(pyridin-2-yl)hydrazono)methyl)phenol and its substituted derivatives (HLn, n = 1-6) have been synthesized. Elemental analysis and various spectroscopic (IR, UV-Vis, H-1 NMR and fluorescence) measurements have been used for the characterization of the complexes. X-ray crystal structures of all the complexes, except for one, have been determined. In each of these analogous complexes, the metal centre is in a distorted octahedral N2O4 coordination sphere assembled by the meridionally spanning pyridine-N, azomethine-N and phenolate-O donor (L-n)(-), the methoxo-O and the two mutually cis oriented oxo groups. In the crystal, the complex molecules are involved in intermolecular N-H center dot center dot center dot O hydrogen bonding interactions involving the hydrazine NH and the metal coordinated methoxo-O. In four structures, discrete dimeric units are formed through a pair of reciprocal N-H center dot center dot center dot O hydrogen bonds, while N-H center dot center dot center dot O bridged molecules form a linear one-dimensional polymeric assembly in the fifth structure. (c) 2012 Elsevier Ltd. All rights reserved.