4-[((E)-1-[2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl]methylidene)amino]bromobenzene | 825629-06-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 4-[((E)-1-[2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl]methylidene)amino]bromobenzene
• 英文别名: 4-[((E)-1-{2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl}methylidine)amino]bromobenzene；2-{(E)-4-hydroxy-3-[(E)-4-bromophenyliminomethyl]phenyldiazenyl}benzoic acid；2-[(E)-4-hydroxy-3-[(E)-4-C6H4Br-iminomethyl]phenyldiazenyl]benzoic acid；L(2)HH'
• CAS: 825629-06-9
• 化学式: C₂₀H₁₄BrN₃O₃
• 分子量: 424.253
• InChiKey: JQDQRHCKUUTLEJ-OBMCKAMCSA-N

物化性质

• 熔点：
  213-214 °C(Solv: ethanol (64-17-5))
• 沸点：
  656.5±55.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.02
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.61
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  二正丁基氧化锡 、 4-[((E)-1-[2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl]methylidene)amino]bromobenzene 以 甲苯 为溶剂， 反应 10.0h， 以74%的产率得到
  参考文献：
  名称：

  新的二丁基锡（IV）梯子：体外使用A375（黑色素瘤）和HCT116（结肠癌）细胞系合成，结构以及细胞毒性潜能的优化和评估

  摘要：

  2-{（E）-4-羟基-3-[（E）-4-（芳基）亚氨基甲基]苯基二氮烯基}苯甲酸的七个新的二丁基锡（IV）化合物的合成和光谱性质（L n HH'; n  = 2-8）与通式{[卜2的Sn（L ñ H）] 2 ö} 2（1 - 7）的报告。通过元素分析和紫外可见，荧光，IR，1 H，13 C和119 Sn NMR光谱对化合物进行表征。二丁基锡（IV）的固态结构的化合物1 - 3，6和由单晶X射线晶体学完成了7个，它们揭示了具有两个内-和两个外-Sn原子的常见梯形结构。L的氧化还原性质Ñ '（HH Ñ  = 2-4，7和8）和它们的二有机锡（IV）化合物1 - 3，6和7也通过循环伏安法研究。通常，二丁基锡（IV）衍生物在体外表现出显着性通过活体和死试验，MTT（3-（4,5-二甲基噻唑-2-基）-2,5-二苯基四唑鎓溴化物）等实验确定的对A375（黑色素瘤）和HCT116（结肠癌）细胞系的

  DOI：

  10.1016/j.jinorgbio.2016.10.008
• 作为产物：
  描述：

  4-溴苯胺 、 2-[(E)-2-(3-formyl-4-hydroxy-phenyl)-1-diazenyl]benzoic acid 以 乙醇 、 甲苯 为溶剂， 反应 5.0h， 以49%的产率得到4-[((E)-1-[2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl]methylidene)amino]bromobenzene
  参考文献：
  名称：

  Synthesis and characterization of tributyltin(IV) complexes of 2-[(E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[((E)-1-{2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl}methylidene)amino]aryls – crystal structures of polymeric (Bu3Sn[O2CC6H4{NN(C6H3-4-OH-5-CHO)}-o])n and (Bu3Sn[O2CC6H4{NN(C6H3-4-OH(C(H)NC6H4Cl-4))}-o])n – toxicity studies on the second instar of Aedes aegypti mosquito larvae

  摘要：

  The tri-n-butyltin(IV) complexes of 2-[(E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[((E)-1-{2-hydroxy-5[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl}methylidene)amino]aryls (aryls = 4-CH3, 4-Br, 4-Cl, 4-OCH3) have been synthesized and characterized by H-1, C-13, Sn-119 NMR, IR and Sn-119m Mossbauer spectroscopic techniques in combination with elemental analysis. The crystal structures of two compounds, (Bu3Sn[O2CC6H4{N=N(C6H3-4-OH-5-CHO)}-o])(n) and (Bu3Sn[O2CC6H4{N=N(C6H3-4-OH(C(H)=NC6H4Cl-4))}-o])(n), are reported. The crystallographic and Sn-119 Mossbauer data both indicate that the tributyltin complexes form single-stranded polymeric structures in which the carboxylate O atoms of each aryl ligand bridge two Sn atoms. The Sn atoms have a slighly distorted trigonal bipyramidal coordination geometry with equatorial butyl groups and carboxylate O atoms occupying axial positions. The Sn-119 NMR spectroscopic data and the (1)J(C-13-Sn-119/117) coupling constant indicate a tetrahedral coordination geometry in non-coordinating solvents. The results of a toxicity study of a tributyltin compound on the second larval instar of Aedes aegypti mosquito larvae are reported. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.08.038

文献信息

• Synthesis, characterization and crystal structures of polymeric and dimeric triphenyltin(IV) complexes of 4-[((E)-1-{2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl}methylidene)amino]aryls
  作者：Tushar S. Basu Baul、Keisham Surjit Singh、Michal Holčapek、Robert Jirásko、Eleonora Rivarola、Anthony Linden

  DOI：10.1016/j.jorganchem.2005.06.030

  日期：2005.10

  The triphenyltin(IV) complexes of 4-[((E)-1-2-hydroxy-5-[(E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl}methylidene)amino]aryls (aryls = 4-CH3, 4-Br, 4-Cl, 4-OCH3) have been synthesized and characterized by H-1-, C-13-, Sn-119-NMR, ESI mass spectrometry, IR and Sn-119m Mossbauer spectroscopic techniques in combination with elemental analysis. The crystal structures of a representative carboxylate ligand (aryl = 4-CH3) and three Sn complexes, viz., polymeric (Ph3Sn[O2CC6H4N=N(C6H3-4-OH(C(H)= NC6H4X-4))}-o])(n) (X = Me (1) and Br (2)) and dimeric (Ph3Sn[O2CC6H4N=N(C(6)H(3)4-OH(C(H)=NC6H4X-4))}-o])(2) (X = OMe (4)) complexes are reported. The coordination environment in each complex is trigonal bipyramidal trans-Ph3SnO2. A single zwitterionic carboxylate ligand bridges adjacent Sit atoms via the carboxylate and phenoxide O atoms. (c) 2005 Elsevier B.V. All rights reserved.
• Synthesis, spectroscopic characterization of tribenzyltin(IV) complexes of polyaromatic carboxylic acid ligands: Crystal and molecular structures of Bz3Sn[O2CC6H4{NN(C6H3-4-OH(C(H)NC6H4X-4))}-o](OH2) (X=–Cl, –OCH3)
  作者：Tushar S. Basu Baul、Keisham Surjit Singh、Anthony Linden、Xueqing Song、George Eng

  DOI：10.1016/j.poly.2006.06.026

  日期：2006.12

  The tribenzyltin(IV) complexes of 2-[(E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 2-(E)-4-hydroxy-3-[(E)-4-(aryl)iminomethyl]phenyidiazenyl}benzoic acids (aryls=4-CH3, 4-Br, 4-Cl, 4-OCH3) have been synthesized and characterized by H-1, C-13, Sn-119 NMR, IR and Sn-119m Mossbauer spectroscopic techniques in combination with elemental analysis. The crystal structures of two monomeric tribenzyltin(IV) complexes, Bz(3)Sn[O2CC6H4N=N(C6H3-4-OH(C(H)=NC6H4X-4))}-o](OH2) (X = -Cl and -OCH3) are reported. The coordination environment in each complex is trigonal bipyramidal trans-Bz(3)SnO(2). (c) 2006 Elsevier Ltd. All rights reserved.