1-{4-乙氧基-苯偶氮}-2-萘酚 | 3010-60-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-{4-乙氧基-苯偶氮}-2-萘酚
• 英文名称: 1-<4-ethoxy-benzolazo>-naphthol-(2)
• 英文别名: 1-<4-Ethoxy-phenylazo>-2-hydroxy-naphthalin；1-{4-ethoxy-benzeneazo}-2-naphthol；1-(4-ethoxy-phenylazo)-[2]naphthol；H2an-OEt；1-(4-Aethoxy-phenylazo)-[2]naphthol；Phenetol-(4 azo 1)-naphthol-(2)；1-[(4-Ethoxyphenyl)diazenyl]naphthalen-2-ol
• CAS: 3010-60-4
• 化学式: C₁₈H₁₆N₂O₂
• 分子量: 292.337
• InChiKey: YBUVNZAAFIJNRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  54.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-{4-乙氧基-苯偶氮}-2-萘酚 在 三氯化铝 作用下， 生成 1-((4-hydroxyphenyl)diazenyl)naphthalen-2-ol
  参考文献：
  名称：

  Charrier; Pellegrini, Gazzetta Chimica Italiana, 1913, vol. 43 II, p. 564

  摘要：

  DOI：
• 作为产物：
  描述：

  4-ethoxybenzenediazonium 、 2-萘酚 在 alkali 作用下， 生成 1-{4-乙氧基-苯偶氮}-2-萘酚
  参考文献：
  名称：

  Charrier; Ferreri, Gazzetta Chimica Italiana, 1911, vol. 41 II, p. 728

  摘要：

  DOI：

文献信息

• Fe(HSO₄)₃as an Efficient Catalyst for Diazotization and Diazo Coupling Reactions
  作者：Mohammad Rahimizadeh、Hossein Eshghi、Ali Shiri、Zohreh Ghadamyari、Maryam M. Matin、Fatemeh Oroojalian、Parvaneh Pordeli

  DOI：10.5012/jkcs.2012.56.6.716

  日期：2012.12.20

  Diazo coupling reactions of aromatic amines with 2-naphthol in a green, efficient and easy procedure is described. Ferric hydrogensulfate catalyses this reaction in water at room temperature and short reaction time with high yields. The antibacterial activities of the synthesized compounds against four pathogenic bacteria are also investigated.

  描述了一种绿色、高效、简便的芳香胺与2-萘酚的联苯偶联反应。三氟化铁在室温下催化该反应，反应时间短且产率高。还研究了合成化合物对四种病原菌的抗菌活性。
• An environmentally friendly approach to the green synthesis of azo dyes in the presence of magnetic solid acid catalysts
  作者：Javad Safari、Zohre Zarnegar

  DOI：10.1039/c4ra13562h

  日期：——

  Fe3O4@SiO2-SO3H as a highly active catalyst for the rapid diazotization reaction and synthesis of azo-dyes under solvent-free conditions by a grinding method at room temperature is described.

  Fe3O4@SiO2-SO3H作为一种高活性催化剂，可在无溶剂条件下通过在室温下研磨法进行快速重氮化反应和偶氮染料合成。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Co: SVol.B1, 114, page 252 - 254
  作者：

  DOI：——

  日期：——
• Ruthenium(III) mediated C–H activation of azonaphthol: Synthesis, structural characterization and transfer hydrogenation of ketones
  作者：Sethuraman Kannan、Rengan Ramesh、Yu Liu

  DOI：10.1016/j.jorganchem.2007.04.042

  日期：2007.7

  Treatment of [RuCl3(PPh3)(3)] with 1-(arylazo)naphthol ligands in benzene under reflux afford air-stable new organoruthenium(III) complexes with general composition [Ru(an-R)Cl(PPh3)(2)] (where, R = H, Cl, CH3, OCH3, OC2H5) in fairly good yield. The 1-(arylazo)naphtholate ligands behave as dianionic tridentate C, N, O donors and coordinates to ruthenium through phenolic oxygen, azo nitrogen and ortho carbon generate two five-membered chelate rings. The composition of the complexes have been established by analytical (elemental analysis and magnetic susceptibility measurement) and spectral (FT-IR, UV-Vis, EPR) methods. The complexes are paramagnetic (low-spin, d(5)) in nature and in dichloromethane solution show intense d-d transitions and ligand-to-metal charge transfer (LMCT) transitions in the visible region. The solution EPR spectrum of complex [Ru(an-CH3)Cl(PPh3)(2)] (3) in dichloromethane at 77 K shows rhombic distortion around the ruthenium ion with three different 'g' values (g(x) not equal g(x) not equal g(z)). The single crystal structure of the complex [Ru(an-OCH3)Cl(PPh3)(2)] (4) has been characterised by X-ray crystallography, indicates the presence of a distorted octahedral geometry in these complexes. All the complexes exhibit one quasi-reversible oxidative response in the range 0.60-0.79 V (Ru-IV/Rul(III)) and two quasi-reversible reductive responses (Ru-III/Ru-II; Ru-II/Ru-I) within the range -0.50 to -0.62 V and -0.93 to -0.98 V respectively. The formal potential of all the couples correlate linearly with the Hammett constant of the para. substituent in arylazo fragment of the 1-(arylazo)naphtholate ligand. Further, the catalytic efficiency of one of the ruthenium complexes (4) was determined for the transfer hydrogenation of ketones with an excellent yield up to 99% in the presence of isopropanol/KOH. (c) 2007 Published by Elsevier BN.
• Charrier; Ferreri, Gazzetta Chimica Italiana, 1912, vol. 42 II, p. 136
  作者：Charrier、Ferreri

  DOI：——

  日期：——