(E)-3-(4-Chloro-phenyl)-2-cyano-acrylic acid [1-(4-chloro-phenyl)-meth-(E)-ylidene]-hydrazide | 30866-34-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(4-Chloro-phenyl)-2-cyano-acrylic acid [1-(4-chloro-phenyl)-meth-(E)-ylidene]-hydrazide
• 英文别名: 3-(4-chlorophenyl)-N-[(4-chlorophenyl)methylideneamino]-2-cyanoprop-2-enamide
• CAS: 30866-34-3
• 化学式: C₁₇H₁₁Cl₂N₃O
• 分子量: 344.2
• InChiKey: ZTUAJYARNSCRID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-Chloro-phenyl)-2-cyano-acrylic acid [1-(4-chloro-phenyl)-meth-(E)-ylidene]-hydrazide 在 肼 作用下， 反应 6.0h， 生成 (E)-5-amino-N′-(4-chlorobenzylidene)-3-(4-chlorophenyl)-1H-pyrazole-4-carbohydrazide
  参考文献：
  名称：

  Investigation on corrosion protection behavior and adsorption of carbohydrazide-pyrazole compounds on mild steel in 15% HCl solution: Electrochemical and computational approach

  摘要：

  The behavior of synthesized (E)-5-amino-3-(4-methoxyphenyl)-N'-(1-(4-methoxyphenyl)ethylidene)-1H-pyrazole-4-carbohydrazide [AMPC] and (E)-5-amino-N'-(4-chlorobenzylidene)-3-(4-chlorophenyl)-1H-pyrazole-4-carbohydrazide [ACPC] towards the corrosion protection of mild steel (MS) in 15% HCl solution was studied by gravimetric and electrochemical methods. The inhibitor AMPC and ACPC at an optimum concentration of 300 ppm showed 98.26% and 96.21% inhibition efficiency, respectively at 303 K temperature. Thermodynamic results conquer that both inhibitors followed mixed adsorption and results from polarization suggests the retardation of the cathodic as well as anodic reactions in presence of inhibitors. The Langmuir adsorption isotherm suggests the monolayer adsorption of inhibitors on the MS facet. The formation of protective layers of inhibitors on MS surface was confirmed by the outcomes of FESEM and AFM topographical details. The composition of adsorbed layers on the MS surface was studied by XPS analysis. The energy related to molecular orbital of inhibitors, and adsorption behavior was computationally examined by Density Functional Theory (DFT), calculation of Fukui functions and Monte-Carlo simulation (MCS) studies. (C) 2020 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2020.113513
• 作为产物：
  描述：

  4-氯苯甲醛 在 TEA 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 (E)-3-(4-Chloro-phenyl)-2-cyano-acrylic acid [1-(4-chloro-phenyl)-meth-(E)-ylidene]-hydrazide
  参考文献：
  名称：

  Investigation on corrosion protection behavior and adsorption of carbohydrazide-pyrazole compounds on mild steel in 15% HCl solution: Electrochemical and computational approach

  摘要：

  The behavior of synthesized (E)-5-amino-3-(4-methoxyphenyl)-N'-(1-(4-methoxyphenyl)ethylidene)-1H-pyrazole-4-carbohydrazide [AMPC] and (E)-5-amino-N'-(4-chlorobenzylidene)-3-(4-chlorophenyl)-1H-pyrazole-4-carbohydrazide [ACPC] towards the corrosion protection of mild steel (MS) in 15% HCl solution was studied by gravimetric and electrochemical methods. The inhibitor AMPC and ACPC at an optimum concentration of 300 ppm showed 98.26% and 96.21% inhibition efficiency, respectively at 303 K temperature. Thermodynamic results conquer that both inhibitors followed mixed adsorption and results from polarization suggests the retardation of the cathodic as well as anodic reactions in presence of inhibitors. The Langmuir adsorption isotherm suggests the monolayer adsorption of inhibitors on the MS facet. The formation of protective layers of inhibitors on MS surface was confirmed by the outcomes of FESEM and AFM topographical details. The composition of adsorbed layers on the MS surface was studied by XPS analysis. The energy related to molecular orbital of inhibitors, and adsorption behavior was computationally examined by Density Functional Theory (DFT), calculation of Fukui functions and Monte-Carlo simulation (MCS) studies. (C) 2020 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2020.113513

文献信息

• Condensation of aromatic aldehydes with ethoxycarbonylacetohydrazide and cyanoacetohydrazide
  作者：C. N. O'Callaghan

  DOI：10.1039/j39710000207

  日期：——

  Hydrazones (1a and b) formed from aromatic aldehydes by condensation with ethoxycarbonylacetohydrazide and cyanoacetohydrazide, respectively, undergo Knoevenagel condensations to yield either mono-(2) or di-adducts (3). With salicylaldehyde, however, only coumarin derivatives are produced.

  由芳香族醛分别与乙氧基羰基乙酰肼和氰基乙酰肼缩合形成的（1a和b）​​经过Knoevenagel缩合生成单-（2）或二加合物（3）。然而，对于水杨醛，仅产生香豆素衍生物。
• Investigation on corrosion protection behavior and adsorption of carbohydrazide-pyrazole compounds on mild steel in 15% HCl solution: Electrochemical and computational approach
  作者：Priya Kumari Paul、Mahendra Yadav、I.B. Obot

  DOI：10.1016/j.molliq.2020.113513

  日期：2020.9

  The behavior of synthesized (E)-5-amino-3-(4-methoxyphenyl)-N'-(1-(4-methoxyphenyl)ethylidene)-1H-pyrazole-4-carbohydrazide [AMPC] and (E)-5-amino-N'-(4-chlorobenzylidene)-3-(4-chlorophenyl)-1H-pyrazole-4-carbohydrazide [ACPC] towards the corrosion protection of mild steel (MS) in 15% HCl solution was studied by gravimetric and electrochemical methods. The inhibitor AMPC and ACPC at an optimum concentration of 300 ppm showed 98.26% and 96.21% inhibition efficiency, respectively at 303 K temperature. Thermodynamic results conquer that both inhibitors followed mixed adsorption and results from polarization suggests the retardation of the cathodic as well as anodic reactions in presence of inhibitors. The Langmuir adsorption isotherm suggests the monolayer adsorption of inhibitors on the MS facet. The formation of protective layers of inhibitors on MS surface was confirmed by the outcomes of FESEM and AFM topographical details. The composition of adsorbed layers on the MS surface was studied by XPS analysis. The energy related to molecular orbital of inhibitors, and adsorption behavior was computationally examined by Density Functional Theory (DFT), calculation of Fukui functions and Monte-Carlo simulation (MCS) studies. (C) 2020 Elsevier B.V. All rights reserved.