2-(2-(4-nitrophenyl)diazenyl)naphth-1-ol | 71776-04-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(2-(4-nitrophenyl)diazenyl)naphth-1-ol
• 英文别名: 2-(4-nitrophenylazo)-1-naphthol；2-(4-Nitro-phenylazo)-[1]naphthol；(4-Nitro-benzol)-(1 azo 2)-naphthol-(1)；2-<4-Nitro-phenylazo>-naphthol-(1)；4-Nitrobenzol-(1-azo-2)-naphthol-1；2-4'-Nitrophenylazo-1-naphthol；((4-Nitrophenyl)azo)naphthol；2-[(4-nitrophenyl)diazenyl]naphthalen-1-ol
• CAS: 71776-04-0
• 化学式: C₁₆H₁₁N₃O₃
• 分子量: 293.282
• InChiKey: HPHIPYYTKHFLPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 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：
  90.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  盐酸 、 2-(2-(4-nitrophenyl)diazenyl)naphth-1-ol 、 alkaline earth salt of/the/ methylsulfuric acid 生成 2-氨基-1-萘酚
  参考文献：
  名称：

  Hantzsch, Chemische Berichte, 1895, vol. 28, p. 1125

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-萘醌 、 4-硝基苯肼 在 溶剂黄146 作用下， 生成 2-(2-(4-nitrophenyl)diazenyl)naphth-1-ol
  参考文献：
  名称：

  Bamberger, Chemische Berichte, 1897, vol. 30, p. 512

  摘要：

  DOI：

文献信息

• Facile synthesis of 1-naphthol azo dyes with nano SiO&lt;sub&gt;2&lt;/sub&gt;/HIO&lt;sub&gt;4&lt;/sub&gt; under solvent-free conditions
  作者：A. Bamoniri、A.R. Pourali、S.M.R. Nazifi

  DOI：10.4314/bcse.v27i3.13

  日期：——

  good to excellent yields, high purity and short reaction times. The structures of the products have been characterized by several techniques using UV-Vis, FT-IR, 1 H NMR, 13 C NMR and mass spectra. KEY WORDS : Diazotization, Nano silica, Azo dyes, Solvent-free, Periodic acid Bull. Chem. Soc. Ethiop. 2013 , 27(3), 439-445. DOI: http://dx.doi.org/10.4314/bcse.v27i3.13

  纳米二氧化硅负载的高碘酸（nano-SPIA）已被用作非均相试剂，用于在室温下在无溶剂条件下基于1-萘酚高效高效地一锅合成偶氮染料。该方法具有一些优点，反应后处理非常容易，并且可以容易地从反应混合物和一锅法中分离出催化剂。获得的相关产品的收率高，优，纯度高，反应时间短。产品的结构已经通过几种技术进行了表征，这些技术使用UV-Vis，FT-IR，1 H NMR，13 C NMR和质谱。关键词：重氮化，纳米二氧化硅，偶氮染料，无溶剂，高碘酸牛。化学 Soc。埃塞俄比亚。2013，27（3），439-445。DOI：http：//dx.doi.org/10.4314/bcse.v27i3.13
• New Generation of Nitrite Functionalized Star-like Polyvinyl Imidazolium Compound: Application as a Nitrosonium Source and Three Dimensional Nanocatalyst for the Synthesis of Azo Dyes
  作者：Ashkan Shomali、Hassan Valizadeh、Saeideh Noorshargh

  DOI：10.2174/1570178614666170321125216

  日期：2017.6.14

  Background: The compounds with three-dimensional and ionic structures have attracted considerable attentions because of their unique characteristics as a drug carrier and catalyst. Star-like poly ionic compounds are a new generation of three-dimensional structures which have both; the exclusive ionic features and three-dimensional structures. Recently, we reported the synthesis of diazonium salts from aniline derivatives using carboxyl and nitrite functionalized graphene quantum dots. Methods: Nitrite-functionalized star-like polyionic (NFSP) compound was synthesized as a new generation of three-dimensional nanocatalyst. Herein, the use of NFSP as an efficient reagent and nanocatalyst for the diazotization of aniline derivatives and subsequent synthesis of azo dyes via the reaction with active phenolates under solvent-free conditions was reported. Results: In order to demonstrate the positive impact of NFSP efficiency, the reaction times and yields of the products were compared with other methods and catalysts which have been reported previously. The brilliant performance of NFSP can be ascribed to multifunctional reagent and also trapping the ingredient within catalyst cavities. Conclusion: A highly effective and cost-effective method has been developed for the preparation of azo dyes. In reported method, new three-dimensional catalyst with highly ionic characteristic and multifunctional nitrosonium source is available. These special features reduced the required amount of catalyst, reaction time and also increased the efficiency of catalyst.

  背景：具有三维和离子结构的化合物因其作为药物载体和催化剂的独特特性而备受关注。星状多离子化合物是新一代的三维结构化合物，同时具有独特的离子特性和三维结构。最近，我们报道了利用羧基和亚硝基功能化石墨烯量子点从苯胺衍生物中合成重氮盐的方法：合成了亚硝酸盐功能化星状多离子（NFSP）化合物，作为新一代三维纳米催化剂。结果：为了证明 NFSP 效率的积极影响，将反应时间和产物产率与之前报道过的其他方法和催化剂进行了比较。 NFSP 的出色性能可归因于多功能试剂以及催化剂空腔内成分的捕获。 结论：已开发出一种高效、经济的偶氮染料制备方法。在报告的方法中，新型三维催化剂具有高离子特性和多功能硝基锍源。这些特点不仅减少了催化剂的用量，缩短了反应时间，还提高了催化剂的效率。
• Bamberger, Chemische Berichte, 1895, vol. 28, p. 830
  作者：Bamberger

  DOI：——

  日期：——
• Bamberger; Meimberg, Chemische Berichte, 1895, vol. 28, p. 1888
  作者：Bamberger、Meimberg

  DOI：——

  日期：——
• Bamberger; Meldola, Chemische Berichte, 1895, vol. 28, p. 1894
  作者：Bamberger、Meldola

  DOI：——

  日期：——