2-(4-Nitro-benzolazo)-pyridin | 20815-60-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-Nitro-benzolazo)-pyridin
• 英文别名: 2-((4-nitrophenyl)azo)pyridine；2-({4-Nitrophenyl}diazenyl)pyridine；(4-nitrophenyl)-pyridin-2-yldiazene
• CAS: 20815-60-5
• 化学式: C₁₁H₈N₄O₂
• 分子量: 228.21
• InChiKey: QHUTXHQNXZIYQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ru(tpy)(Cl)₃ 、 2-(4-Nitro-benzolazo)-pyridin 在 triethylamine 、 LiCl 、 NaClO₄ 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 生成 [Ru(terpyridine)(2-(4-nitrophenylazo)pyridine)(H2O)](ClO4)2
  参考文献：
  名称：

  Oxidation of octyl α-d-glucopyranoside to octyl α-d-glucuronic acid, catalyzed by several ruthenium complexes, containing a 2-(phenyl)azopyridine or a 2-(nitrophenyl)azopyridine ligand

  摘要：

  The oxidation of octyl alpha Lu-D-glucopyranoside by NaBrO3, catalyzed by a number of ruthenium polypyridyl complexes was investigated. Both [Ru(azpy)(2)(H2O)(2)](2+) (azpy = 2-(phenyl)azopyridine, system I) and [Ru(naz)(2)(H2O)(2)](2+) (naz = 2-(p-nitrophenyl)azopyridine, system II) proved to be active catalysts yielding octyl glucuronic acid (in acidic medium) and a 2, 3-glycol cleavage product (in basic medium) from octyl alpha-D-glucopyranoside (OGP). A major side-reaction is the hydrolysis of OGP, at the C-1 position. System II appears to be more reactive than system I, which has been explained by the redox properties of the complex. Especially at pH 3 a considerable amount of 1-O-octyl alpha-D-glucuronic acid is formed without the formation of hydrolysis products. Mechanistic studies, using results from reactions with cyclobutanol in combination with spectroscopic data, indicate that a Ru(IV) = O species is the active catalytic species. Two new complexes were synthesized, [Ru(terpy)(azpy)(H2O)](ClO4)(2) (terpy = terpyridine, system III) and [Ru(terpy) (naz) (H2O)](ClO4)(2) (system IV). Both complexes are less active than system I and II. The origin of the reduced activity can Lie in the fact that the ruthenium site is sterically less accessible, or because of oxidative instability of the complex, as indicated by electrolysis experiments.

  DOI：

  10.1016/1381-1169(95)00112-3