3-nitrophenyl 4-chlorophenyl ether | 37983-98-5

• 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: 3-nitrophenyl 4-chlorophenyl ether
• 英文别名: 4'-Chlor-3-nitro-diphenylaether；(4-chloro-phenyl)-(3-nitro-phenyl)-ether；(4-Chlor-phenyl)-(3-nitro-phenyl)-aether；Benzene,1-(4-chlorophenoxy)-3-nitro；1-(4-chlorophenoxy)-3-nitrobenzene
• CAS: 37983-98-5
• 化学式: C₁₂H₈ClNO₃
• 分子量: 249.653
• InChiKey: XXDVWHYRZNCZRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 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：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-nitrophenyl 4-chlorophenyl ether 在 氢气 作用下， 以 乙醇 为溶剂， 24.84 ℃ 、100.0 kPa 条件下， 生成 3-(4-氯苯氧基)-丙胺
  参考文献：
  名称：

  Catalytic production of anilines by nitro-compounds hydrogenation over highly recyclable platinum nanoparticles supported on halloysite nanotubes

  摘要：

  DOI：

  10.1016/j.cattod.2021.06.027
• 作为产物：
  描述：

  4-(4-chloro-phenoxy)-2-nitro-aniline 生成 3-nitrophenyl 4-chlorophenyl ether
  参考文献：
  名称：

  Scarborough, Journal of the Chemical Society, 1929, p. 2367

  摘要：

  DOI：

文献信息

• A Versatile and Efficient Ligand for Copper-Catalyzed Formation of CN, CO, and PC Bonds: Pyrrolidine-2-Phosphonic Acid Phenyl Monoester
  作者：Honghua Rao、Ying Jin、Hua Fu、Yuyang Jiang、Yufen Zhao

  DOI：10.1002/chem.200501473

  日期：2006.4.24

  A new and readily available bidentate ligand, namely, pyrrolidine-2-phosphonic acid phenyl monoester (PPAPM), has been developed for the copper-catalyzed formation of C-N, C-O, and P-C bonds, and various N-, O-, and P-arylation products were synthesized in good to excellent yields by using the CuI/PPAPM catalyst system. Addition of the PPAPM ligand greatly increases the reactivity of the copper catalyst

  已开发出一种新的且容易获得的双齿配体，即吡咯烷-2-膦酸苯基单酯（PPAPM），用于铜催化的CN，CO和PC键以及各种N-，O-和P的形成。通过使用CuI / PPAPM催化剂体系，合成了芳基化产物，收率良好。PPAPM配体的加入大大增加了铜催化剂的反应性，并且所得到的通用和有效的催化剂体系在交叉偶联反应中具有广泛和实际的应用。
• Preparation and characterization of isatin complexed with Cu supported on 4-(aminomethyl) benzoic acid-functionalized Fe3O4 nanoparticles as a novel magnetic catalyst for the Ullmann coupling reaction
  作者：Mohammad Mehdi Khodaei、Abdolhamid Alizadeh、Maryam Haghipour

  DOI：10.1007/s11164-019-03760-0

  日期：2019.5

  Isatin complexed with Cu supported on 4-(aminomethyl) benzoic acid-functionalized Fe3O4 nanoparticles (Cu-IS-AMBA-MNPs) as a new catalyst was designed, prepared and characterized by appropriate analyses. The heterogeneous reusable catalyst was successfully used for the efficient and widespread syntheses of diaryl ethers and diarylamines via the Ullmann coupling reaction. This green catalyst was easily

  设计，制备并通过适当的分析设计了在4-（氨基甲基）苯甲酸官能化的Fe 3 O 4纳米颗粒（Cu-IS-AMBA-MNPs）上负载铜的Isatin复合催化剂。通过Ullmann偶联反应，该多相可重复使用的催化剂已成功用于二芳基醚和二芳基胺的高效，广泛合成。该绿色催化剂易于除去，可重复使用多次而活性没有明显损失，并提供了产率高，时间短的清洁合成方法。
• Dimethylaminomethylphosphonic Acid Derivatives-Promoted CuI-Catalyzed Synthesis of Aryl Ethers
  作者：Hua Fu、Ying Jin、Jinyong Liu、Yingwu Yin、Yuyang Jiang、Yufen Zhao

  DOI：10.1055/s-2006-941587

  日期：2006.6

  An inexpensive and efficient catalyst system for synthesis of aryl ethers has been developed by using 20 mol% CuI as the catalyst, 30 mol% dimethylaminomethylphosphonic acid derivatives as the new ligands, K2CO3 as the base and toluene as the ­solvent. This is the first example using aminophosphonates as the ligands for Ullmann ether coupling reaction.

  一种廉价且高效的催化剂系统用于合成芳基醚，使用20 mol%的CuI作为催化剂，30 mol%的二甲氨基甲基膦酸衍生物作为新配体，K2CO3作为碱，甲苯作为溶剂。这是首次将氨基膦酸酯作为Ullmann醚偶联反应的配体。
• Pd based on 2‐Aminopyrimidine and 1 <i>H</i> ‐benzo[ <i>d</i> ]imidazol‐2‐amine functionalizedFe ₃ O ₄ nanoparticles as novel recyclable magnetic nanocatalysts for Ullmann coupling reaction
  作者：Jin Chen、Linfang Dai、Jiayu Li、Majid Mohammadnia

  DOI：10.1002/aoc.5708

  日期：2020.8

  In this study, Pd based on 2‐Aminopyrimidine and 1H‐benzo[d]imidazol‐2‐amine functionalized Fe3O4 magnetic nanoparticles [(Pd‐APM‐PSi‐Fe3O4) and (Pd‐BIA‐PSi‐Fe3O4)] was designed and used for the synthesis of di aryl ether by Ulmann cross‐coupling reactions. Ulmann reaction performed with mixing of the arylhalides and phenol derivatives in DMF solvent. The prepared catalysts were characterized with

  在这项研究中，Pd基于2-氨基嘧啶和1 H-苯并[ d ]咪唑-2-胺官能化的Fe 3 O 4磁性纳米颗粒[（Pd-APM-PSi-Fe 3 O 4）和（Pd-BIA-PSi -Fe 3 O 4）]被设计用于通过Ulmann交叉偶联反应合成二芳基醚。Ulmann反应是在DMF溶剂中混合芳基卤化物和苯酚衍生物进行的。制备的催化剂用多种分析技术进行了表征，例如FT-IR，XRD，TGA，SEM，TEM，EDX，ICP和VSM。Pd-APM-PSi-Fe 3 O 4和Pd-BIA-PSi-Fe 3 O 4与市售钯催化剂相比，该催化剂对乌尔曼反应显示出良好至优异的产率催化效率。该催化剂易于回收和再利用而不会损失催化活性。可重复使用的催化剂条件的优点结合在一起，使冷凝过程具有安全的操作，不会将钯浸出到环境中，低污染，可快速获得产品且操作简单。而且，这些新颖的磁性纳米催化剂在每个相关方面均优于工业标准
• Preparation and characterization of Cu based on 5,5'-bistetrazole as a recyclable metal-organic framework and application in synthesis of diaryl ether by the Ullmann coupling reaction
  作者：Zeinab Noorpoor、Saeed Tavangar

  DOI：10.1080/00958972.2021.1914333

  日期：2021.5.19

  heterogeneous catalyst was characterized by FT-IR, 13C NMR, XRD, SEM, EDX, BET, BJH, and ICP-AES analysis. The catalytic activity of the catalyst was probed through the Ullmann reaction for synthesis of diaryl ether derivatives from two component reactions of aromatic arylhalides and phenol derivatives in DMSO. Simple procedure, high yields, short reaction time, and environmentally benign methods are advantages

  摘要 Cu基于5,5'-双四唑（[Cu 2 BT·2H 2 O] n）作为可回收的金属有机骨架（MOF）多相催化剂通过FT-IR、13 C NMR、XRD、SEM、EDX、 BET、BJH 和 ICP-AES 分析。该催化剂的催化活性是通过乌尔曼反应从芳香芳基卤化物和苯酚衍生物在 DMSO 中的两组分反应合成二芳基醚衍生物来探测的。该协议的优点是程序简单、产量高、反应时间短和环境友好。催化剂很容易通过简单的过滤分离并可重复使用，而不会显着降低其催化效率。