1,9-bis[(4-isonicotinoyl)hydrazonomethyl]-5-phenyldipyrromethane | 1470249-80-9

• 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: 1,9-bis[(4-isonicotinoyl)hydrazonomethyl]-5-phenyldipyrromethane
• CAS: 1470249-80-9
• 化学式: C₂₉H₂₄N₈O₂
• 分子量: 516.562
• InChiKey: XPNAJZIILOXTMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  39.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  140.28
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  N’-((1H-pyrrol-2-yl) methylene)isonicotinohydrazide 、 苯甲醛 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 12.0h， 以67.5%的产率得到1,9-bis[(4-isonicotinoyl)hydrazonomethyl]-5-phenyldipyrromethane
  参考文献：
  名称：

  Studies on molecular structure, spectral analysis, chemical reactivity and first hyperpolarizability of a newly synthesized 1,9-bis[(4-isonicotinoyl)-hydrazonomethyl]-5-phenyl-dipyrromethane using experimental and theoretical approaches

  摘要：

  The detailed spectroscopic analysis of a newly synthesized dipyrromethane derivative: 1,9-bis[(4-isonicotinoyl)-hydrazonomethyl]-5-phenyl-dipyrromethane (3) has been performed using experimental measurement and quantum chemical calculations. Calculated thermodynamic parameters (H, G, S) of all the reactants and products have been used to determine the nature of reaction of synthesis. Occurring of a H-1 NMR singlet at 5.54 ppm indicates mesa-proton and formation of product molecule (3). The molecular orbital coefficients and molecular plots analysis indicates the nature of electronic excitations as pi -> pi* . Natural bond orbitals (NBOs) analysis has been carried out to investigate the intramolecular interactions within molecule and their second order stabilization energy. The primary hyperconjugative interactions n(2)(O23) -> sigma*(N21-C22)/sigma*(C22-C24) and n(2)(O48) -> sigma*(N46-C47)/sigma*(C47-C49) stabilize the molecule to a greater extent similar to 117.75 KJ/mol. Global electrophilicity index (omega = 3.64 eV) shows that the title molecule (3) is a strong electrophile. Local reactivity descriptors: Fukui functions (f(k)(+), f(k)(-), local softnesses (s(k)(+), s(k)(-) and electrophilicity indices (4, (DO analyses were performed to find out the reactive sites within molecule. The first hyperpolarizability (/30) has been computed and found to be 60.95 x 10-30 esu indicating synthesized molecule to be suitable for non-linear optical response. O 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.08.037