1-((4-hydroxyphenyl)diazenyl)naphthalen-2-ol | 14934-27-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-((4-hydroxyphenyl)diazenyl)naphthalen-2-ol
• 英文别名: 1-(p-Hydroxyphenylazo)-2-naphthol；1-(4-hydroxyphenylazo)-2-naphthol；1-(4-hydroxyphenylazo)-2-hydroxynaphthalene；1-[(4-hydroxyphenyl)diazenyl]naphthalen-2-ol
• CAS: 14934-27-1
• 化学式: C₁₆H₁₂N₂O₂
• 分子量: 264.283
• InChiKey: VFCMIQSRZVLDRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-((4-hydroxyphenyl)diazenyl)naphthalen-2-ol 在 硝酸 、 溶剂黄146 作用下， 生成 1-(4-Hydroxy-3-nitro-phenylazo)-[2]naphthol
  参考文献：
  名称：

  Schoutissen, Recueil des Travaux Chimiques des Pays-Bas, 1921, vol. 40, p. 758

  摘要：

  DOI：
• 作为产物：
  描述：

  在 溶剂黄146 作用下， 生成 1-((4-hydroxyphenyl)diazenyl)naphthalen-2-ol
  参考文献：
  名称：

  Crippa, G. B., Gazzetta Chimica Italiana, 1928, vol. 58, p. 716 - 726

  摘要：

  DOI：

文献信息

• Two-Phase Electrochemical Generation of Aryldiazonium Salts: Application in Electrogenerated Copper-Catalyzed Sandmeyer Reactions
  作者：Hamed Goljani、Zahra Tavakkoli、Ali Sadatnabi、Davood Nematollahi

  DOI：10.1021/acs.orglett.0c02013

  日期：2020.8.7

  compounds including azo, azosulfone, and arylazides were prepared in good yields with good purity. Cathodically generated aryldiazoniums and anodically produced copper(Ι) ions were used to perform Sandmeyer reactions. To improve the method, an H-type self-driving cell equipped with a Zn rod as an anode was introduced and used for two-phase aryldiazonium production.

  首次报道了在两相系统（乙酸乙酯/水）中由硝基芳烃电化学生成芳基重氮盐。以良好的收率和良好的纯度制备了包括偶氮，偶氮砜和芳基叠氮化物在内的一些化合物。阴极产生的芳基重氮和阳极产生的铜（I）离子用于进行Sandmeyer反应。为了改进该方法，引入了以Zn棒为阳极的H型自驱动电池，并将其用于两相芳基重氮的生产。
• Structural Characterization of Ceria–zirconia Powder Catalysts Prepared by High-energy Mechanical Milling: A Neutron Diffraction Study
  作者：S. Enzo、F. Delogu、R. Frattini、A. Primavera、A. Trovarelli

  DOI：10.1557/jmr.2000.0220

  日期：2000.7

  Neutron diffraction measurements were carried out on samples of CeO 2 –ZrO 2 powder catalysts prepared by high-energy mechanical milling. The formation of solid solution was evidenced across the entire composition range examined. Quantitative phase evaluation by the Rietveld method indicated formation of tetragonal structure for low CeO 2 content, whereas cubic solid solutions were the stable form

  对通过高能机械研磨制备的 CeO 2 –ZrO 2 粉末催化剂样品进行中子衍射测量。在所检查的整个组成范围内都证明了固溶体的形成。通过 Rietveld 方法进行的定量相评估表明，在低 CeO 2 含量下形成四方结构，而在高 CeO 2 负载下立方固溶体是稳定形式。此外，在中间组成（50 mol% CeO 2 ）下观察到具有统一轴比和氧亚晶格内部变形的假立方或四方t”电池。高达 1000 °C 的热退火显示了晶胞参数的膨胀；对于成分 Ce x Zr 1− x O 2 ( x
• A new nitrite ionic liquid (IL-ONO) as a nitrosonium source for the efficient diazotization of aniline derivatives and in-situ synthesis of azo dyes
  作者：Hassan Valizadeh、Ashkan Shomali

  DOI：10.1016/j.dyepig.2010.11.010

  日期：2012.3

  affect the efficient diazotization of arylamines. The diazonium salts thus obtained were coupled, using standard experimental procedures, to a range of tertiary anilines, phenols and naphthols to afford the requisite azo dyes in good yield. The diazotization and subsequent azo-coupling generated the related azo dyes at 0–5 °C in short reaction times with a simple experimental procedure.

  合成了一种新的含特定任务的亚硝酸盐离子液体，该液体由N-甲基-N-羟丁基咪唑啉鎓氯化物的O-亚硝化反应衍生而来，并用作亚硝鎓离子的来源，以影响芳基胺的有效重氮化。使用标准的实验方法，将如此获得的重氮盐与一系列叔苯胺，苯酚和萘酚偶联，以高收率提供所需的偶氮染料。通过简单的实验程序，重氮化和随后的偶氮偶联在较短的反应时间内于0-5°C生成了相关的偶氮染料。
• Identification of 1-(3,4-Dihydroxyphenylazo)-2-hydroxynaphthalene as the Product of Oxidation of 1-Phenylazo-2-hydroxynaphthalene (Sudan I, Solvent Yellow 14) by Rat Liver Microsomes
  作者：Marie Stiborová、Befekadu Asfaw、Eva Frei、Heinz H. Schmeiser、Manfred Wiessler

  DOI：10.1135/cccc19942727

  日期：——

  The carcinogenic azo dye 1-phenylazo-2-hydroxynaphthalene (Sudan I, Solvent Yellow 14) is oxidized by rat liver microsomes to a number of azo-containing metabolites. One of the products of hitherto unknown structure has been shown to be identical with 1-(3,4-dihydroxyphenylazo)-2-hydroxynaphthalene. The identification of this product completed the pattern of major products of Sudan I oxidation by microsomal cytochrome P-450.

  致癌的偶氮染料1-苯基偶氮-2-羟基萘（苏丹I，溶剂黄14）被大鼠肝微粒体氧化为多种含偶氮代谢物。迄今为止未知结构的其中一种产物已被证实与1-(3,4-二羟基苯基偶氮)-2-羟基萘相同。该产物的鉴定完成了微粒体细胞色素P-450对苏丹I氧化的主要产物的模式。
• Ionic liquid 1-(3-Trimethoxysilylpropyl)-3-methylimidazolium nitrite as a new reagent for the efficient diazotization of aniline derivatives and in situ synthesis of azo dyes
  作者：H. Valizadeh、M. Amiri、A. Shomali、F. Hosseinzadeh

  DOI：10.1007/bf03249083

  日期：2011.6

  A new ionic liquid 1-(3-trimethoxysilylpropyl)-3-methylimidazolium nitrite was synthesized. This ionic liquid was used as a convenient nitrosonium source in diazotization of arylamines into their corresponding diazonium salts which were converted into their related azo dyes via the in situ azo-coupling with aniline derivatives or phenolic compounds. The diazotization of anilines in this ionic liquid

  合成了一种新型的离子液体1-（3-三甲氧基甲硅烷基丙基）-3-甲基咪唑鎓亚硝酸盐。这种离子液体被用作芳胺的重氮化了方便亚硝源为它们相应的重氮盐，其被转换成其相关的偶氮染料通过在原位与苯胺衍生物或酚类化合物偶氮耦合。苯胺在该离子液体中的重氮化反应和随后的偶氮偶合反应，可通过简单的实验程序，在较短的反应时间内，在0–5°C的条件下，以优异的产率产生相关的偶氮染料。