(E)-N'-(4-methoxybenzylidene)pyridine-3-carbohydrazide | 732966-41-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (E)-N'-(4-methoxybenzylidene)pyridine-3-carbohydrazide
• 英文别名: nicotinic acid-(4-methoxy-benzylidenehydrazide)；Nicotinsaeure-(4-methoxy-benzylidenhydrazid)；N'-[(E)-(4-methoxyphenyl)methylidene]pyridine-3-carbohydrazide；N-[(E)-(4-methoxyphenyl)methylideneamino]pyridine-3-carboxamide
• CAS: 732966-41-5
• 化学式: C₁₄H₁₃N₃O₂
• 分子量: 255.276
• InChiKey: OGTOITILZHXBDL-CXUHLZMHSA-N

物化性质

• 密度：
  1.17±0.1 g/cm3(Predicted)
• 溶解度：
  >38.3 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-N'-(4-methoxybenzylidene)pyridine-3-carbohydrazide 在 [双(三氟乙酰氧基)碘]苯 作用下， 以 氯仿 为溶剂， 反应 0.05h， 以83%的产率得到2-(4''-methoxyphenyl)-5-(3'-pyridinyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  双(三氟乙酰氧基)碘苯氧化环化芳香醛N-酰基腙

  摘要：

  摘要 芳香醛 N-酰基腙在室温下用双（三氟乙酰氧基）碘苯在 CHCl3 或 DMSO 中氧化成 2,5-二取代的 1,3,4-恶二唑，产率良好至极好。

  DOI：

  10.1080/00397910600773650
• 作为产物：
  描述：

  3-吡啶甲酰肼 、 4-甲氧基苯甲醛 生成 (E)-N'-(4-methoxybenzylidene)pyridine-3-carbohydrazide
  参考文献：
  名称：

  The Synthesis of Compounds for the Chemotherapy of Tuberculosis. VI. Hydrazine Derivatives

  摘要：

  DOI：

  10.1021/jo01111a012

文献信息

• Grammaticakis, Bulletin de la Societe Chimique de France, 1955, p. 1471,1473
  作者：Grammaticakis

  DOI：——

  日期：——
• Roboter lackieren mit 2K-Technik
  作者：Frank Reiter

  DOI：10.1007/bf03251522

  日期：2001.12
• p-Methoxybenzaldehyde Nicotinoylhydrazone Dihydrate
  作者：H. K. Fun、K. Sivakumar、Z. L. Lu、C. Y. Duan、Y. P. Tian、X. Z. You

  DOI：10.1107/s010827019501540x

  日期：1996.4.15

  The nearly planar aroylhydrazone molecule of the title compound, C14H13N3O2.2H(2)O, exists as the keto tautomer in the solid state with an E configuration across the C=N bond. The crystal structure is stabilized by extensive hydrogen bonding involving the water and the hydrazone molecules.
• Synthesis, structural and spectral analysis of (E)-N′-(4-Methoxybenzylidene)pyridine-3-carbohydrazide dihydrate by density functional theory
  作者：K. Govindarasu、E. Kavitha、N. Sundaraganesan、M. Suresh、M. Syed Ali Padusha

  DOI：10.1016/j.saa.2014.08.014

  日期：2015.1

  New nonlinear optical crystal, (E)-N'-(4-Methoxybenzylidene)pyridine-3-carbohydrazide dihydrate (MBP3CD 2H2O) has been synthesized and grown as a single crystal by the slow evaporation solution growth technique. The compound was characterized by FTIR (4000-400 cm(-1)), FT-Raman (3500-50 cm(-1)) and UV-Vis (800-200 nm) spectroscopy. The optimized molecular structure, vibrational frequencies, corresponding vibrational assignments of MBP3CD 2H2O have been investigated experimentally and theoretically using Gaussian03 software package were performed using B3LYP method with the 6-31G(d,p) basis set. Stability of the molecule arising from hyperconjugative interactions, charge delocalization have been analyzed using Natural Bond Orbital (NBO) analysis. The calculated first hyperpolarizability is comparable with the reported values of similar derivatives and is an attractive object for future studies of nonlinear optics. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule. In addition, molecular electrostatic potential (MEP), frontier molecular orbital (FMO) analysis were investigated using theoretical calculations. The chemical reactivity and thermodynamic properties (heat capacity, entropy and enthalpy) of MBP3CD 2H2O at different temperature are calculated. (C) 2014 Elsevier B.V. All rights reserved.