2-(4-methylphenylazo)pyridine | 110015-48-0

• 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-methylphenylazo)pyridine
• 英文别名: 2-(4'-tolylazo)-pyridine；2-(p-tolylazo)pyridine；Pyridine, 2-[(4-methylphenyl)azo]-；(4-methylphenyl)-pyridin-2-yldiazene
• CAS: 110015-48-0
• 化学式: C₁₂H₁₁N₃
• 分子量: 197.239
• InChiKey: BESWTOIHYCYWCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  37.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-methylphenylazo)pyridine 在 O₂ 、 Ag⁽¹⁺⁾ 作用下， 以 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Facile regiospecific aromatic hydroxylation in palladium azopyridines and structural characterization of phenolato product

  摘要：

  The reaction of Na2PdCl4 with 2-(arylazo)pyridines (A) in ethanol affords yellow complexes of composition [PdACl2] in which the PdCl2 fragment has a cis configuration [nu(Pd-Cl): 350, 365 cm-1]. Upon treating [PdACl2] with dilute sodium hydroxide in air the pendent aryl group is selectively hydroxylated at the ortho position, affording the phenolato complex [PdBCl] in high yields [B- is deprotonated 2-(2'-hydroxyarylazo)pyridine]. A possible reaction pathway is proposed by analogy with the hydroxylation of certain organic compounds by OH-/O2. The crystal and molecular structure of one [PdBCl] complex is reported. In the highly planar complex, the Pd-N(azo) length is significantly shorter than the Pd-N(pyridine) length. A single Pd-Cl stretch at 365 cm-1 characterizes [PdBCl] which, unlike [PdACl2], has a structured intense absorption in the visible region near 670 nm.

  DOI：

  10.1016/s0277-5387(00)83022-3

文献信息

• Ruthenium terpyridine complexes incorporating azo-imine based ancillary ligands. Synthesis, crystal structure, spectroelectrochemical properties and solution reactivities †
  作者：Biplab Mondal、Mrinalini G. Walawalkar、Goutam Kumar Lahiri

  DOI：10.1039/b005789o

  日期：——

  Ruthenium terpyridine complexes of the type [RuII(trpy)(L)(X)][ClO4]n1–15 [trpy = 2,2′∶6,2′′-terpyridine; L = NC5H4NNC6H4(R), R = H, m-Me, m-Cl, p-Me or p-Cl; X = Cl−, n = 1 (1–5); H2O, n = 2 (6–10) or OH−, n = 1 (11–15)] have been synthesized. The single crystal structures of 1 and 6 were determined. Complex 4 develops in two possible isomeric forms whereas all other complexes stabilise preferentially

  [Ru II（trpy）（L）（X）] [ClO 4 ] n 1–15 [trpy = 2,2'∶6,2''-叔吡啶；L = NC 5 H 4 N NC 6 H 4（R），R = H，m -Me，m -Cl，p -Me或p -Cl；X =氯- ，Ñ  = 1（1-5）;高氧2，Ñ  = 2（6-10）或OH - ，Ñ  = 1（11-15）]已被合成。确定了1和6的单晶结构。配合物4以两种可能的异构形式发展，而所有其他配合物优先以一种异构形式稳定。该复合物在500 nm附近表现出很强的MLCT谱带，并且配体紫外线区域中的基于过渡的过渡。1–5在600 nm附近的77 K处显示中等强度的发射。这氯代（1–5）和羟基（11–15）配合物显示钌（III）–钌（II）对以及3至4个连续的单电子配体基于减少量。水复合物（6–10）表现出可逆的2e − / 2H +单步氧化作用在[Ru II（trpy）（L）（H
• A Convenient Synthesis and Structural Assessment of [Sn(CH₃)₂(L₂)](ClO₄)₂
  作者：D. Dey、T. S. Basu Baul、E. Rivarola

  DOI：10.1246/bcsj.66.1556

  日期：1993.5

  A general synthesis for a novel class of complexes of the type, [Sn(CH3)2(L2)](ClO4)2 (L = 2-(substituted arylazo) pyridine) is reported. The structure of the complexes have been investigated by 119tin Mössbauer spectroscopy and NMR coupling constant 2J (117/119 Sn–CH). Further, the extent of distortion of tin–methyl groups in octahedral complexes have been calculated from the quadrupole shift (Q.S.) values using Parish’s relationship.

  报告了[Sn(CH3)2(L2)](ClO4)2（L = 2-（取代的芳基偶氮）吡啶）类新型配合物的一般合成方法。通过 119tin 莫斯鲍尔光谱和核磁共振耦合常数 2J (117/119 Sn-CH)，研究了这些配合物的结构。此外，还利用帕里什关系从四极位移（Q.S.）值计算出八面体配合物中锡甲基的变形程度。
• Chanda, Nripen; Laye, Rebecca H.; Chakraborty, Soma, Journal of the Chemical Society, Dalton Transactions, 2002, # 18, p. 3496 - 3504
  作者：Chanda, Nripen、Laye, Rebecca H.、Chakraborty, Soma、Paul, Rowena L.、Jeffery, John C.、Ward, Michael D.、Lahiri, Goutam Kumar

  DOI：——

  日期：——
• Synthesis, spectral characterization and electrochemical studies of mixed-ligand complexes of platinum(II) with 2-(arylazo)pyridines and catechols. Single-crystal X-ray structure of dichloro{2-(phenylazo) pyridine}platinum(II)
  作者：Goutam Kumar Rauth、Sanjib Pal、Debasis Das、Chittaranjan Sinha、Alexander M.Z. Slawin、J.Derek Woollins

  DOI：10.1016/s0277-5387(00)00530-1

  日期：2001.3

  The reaction of 2-(arylazo)pyridines, RH4C6N=NC5H4N (aap, 1 where R=H (pap), p-Me (p-tap), p-Cl (p-Clpap)) with K2PtCl4 in 1:2 boiling acetonitrile-water affords orange-red complexes of the type Pt(aap)Cl-2 (2). The IR spectrum shows two v(Pt-Cl) stretches suggesting cis-PtCl2 configuration. The structural confirmation was carried out by an X-ray diffraction study of Pt(pap)Cl-2 (2a). The addition of catechols to a chloroform-methanol solution of Pl(aap)Cl-2 in the presence of Et3N yielded green colored mixed-ligand complexes of the formula Pt(aap)(O,O) (O,O = catecholate (cat) (3), 4-tert-butylcatecholate (tbcat), (4), 3,5-di-tert-butylcatecholate (dtbcat) (5) and tetrachlorocatecholate (tccat) (6)). The complexes were characterized by elemental analyses, IR, W-Vis-NIR and H-1 NMR spectral data. Electronic spectra exhibit a ligand-ligand charge transfer (LLCT) transition at NIR region; the position and symmetry of the band depend on the type of substituent on the catechol frame. This is qualitatively assigned as 3b(1)(cat)-->pi*(aap) transition. Cyclic voltammogram of the complexes show four successive redox responses: two couples positive to SCE are referred to as oxidation of catechol to semiquinone and semiquinone to quinone, respectively and two couples negative to SCE correspond to azo reductions. (C) 2001 Elsevier Science B.V. All rights reserved.
• Baul, T. S. Basu; Basaiawmoit, W. L., Journal of the Indian Chemical Society, 1993, vol. 70, # 2, p. 151 - 152
  作者：Baul, T. S. Basu、Basaiawmoit, W. L.

  DOI：——

  日期：——