1-甲氧基-3-(4-硝基苯氧基) 苯 | 22479-76-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-甲氧基-3-(4-硝基苯氧基) 苯
• 中文别名: 1-甲氧基-3-(4-硝基苯氧基)苯
• 英文名称: 3-methoxyphenyl 4-nitrophenyl ether
• 英文别名: 1-methoxy-3-(4-nitro-phenoxy)-benzene；1-Methoxy-3-(4-nitro-phenoxy)-benzol；4-nitro-3'-methoxydiphenyl ether；1-Methoxy-3-(4-nitrophenoxy)benzene
• CAS: 22479-76-1
• 化学式: C₁₃H₁₁NO₄
• 分子量: 245.235
• InChiKey: NUMQJEXQGBLYIU-UHFFFAOYSA-N

物化性质

• 熔点：
  88 °C(Solv: ethanol (64-17-5))
• 沸点：
  358.7±17.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  1-甲氧基-3-(4-硝基苯氧基) 苯 在 palladium on activated charcoal 氢气 作用下， 生成 4-(3-甲氧基苯氧基)苯胺
  参考文献：
  名称：

  4-Substituted anilides as selective melatonin MT 2 receptor agonists

  摘要：

  A series of 4-substituted anilides with human melatonergic affinity is reported. Butyramides 26, 39, 42, 52, 57, and 58 all demonstrated subnanomolar MT2 binding affinity and MT2 selectivity of at least 70-fold over the MT1 receptor. Compound 26 demonstrated full agonism at the MT2 receptor. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.030
• 作为产物：
  描述：

  对硝基苯酚 、 三氟甲烷磺酸3-甲氧基-2-(三甲基硅基)苯酯 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以96%的产率得到1-甲氧基-3-(4-硝基苯氧基) 苯
  参考文献：
  名称：

  胺和磺酰胺的简便N-芳基化以及苯酚和亚芳基羧酸的O-芳基化

  摘要：

  通过使这些底物在存在下与多种邻甲硅烷基芳基三氟甲磺酸酯反应，已实现了一种有效的，无过渡金属的胺，磺酰胺和氨基甲酸酯的N-芳基化以及酚和羧酸的O-芳基化方法。的CsF。在非常温和的反应条件下，芳基化产物的收率好至极好。这种化学反应易于耐受各种官能团。

  DOI：

  10.1021/jo0602221

文献信息

• Photoinduced substitution. VIII. Effects of distant substituents on photoinduced aromatic substitution reactions
  作者：K. E. Steller、R. L. Letsinger

  DOI：10.1021/jo00827a004

  日期：1970.2
• Synthesis of Diaryl Ethers, Diaryl Thioethers, and Diarylamines Mediated by Potassium Fluoride−Alumina and 18-Crown-6:  Expansion of Scope and Utility¹
  作者：J. Scott Sawyer、Elisabeth A. Schmittling、Jayne A. Palkowitz、William J. Smith

  DOI：10.1021/jo980800g

  日期：1998.9.1

  An efficient alternative to the Ullmann ether synthesis of diaryl ethers, diaryl thioethers, and diarylamines involving the SNAr addition of a phenol, thiophenol, or aniline to an appropriate aryl halide, mediated by potassium-fluoride alumina and 18-crown-6 in acetonitrile or DMSO, is described. Expansion of the reaction conditions to include DMSO as solvent has resulted in a far greater range of substitution patterns permitted on the electrophile. For example, it was found that electronically unfavorable S-chlorobenzonitrile could be condensed with 3-methoxyphenol to form the corresponding diaryl ether in 66% yield, a combination not normally amenable to Ullmann coupling. Electron-withdrawing groups present on the electrophile may be as diverse as nitro, cyano, formyl, acetyl, ester, amide, and even aryl. The method features a simple reaction procedure that provides products in generally good to excellent purified yields.
• Facile <i>O</i>-Arylation of Phenols and Carboxylic Acids
  作者：Zhijian Liu、Richard C. Larock

  DOI：10.1021/ol0361406

  日期：2004.1.1

  A facile, transition-metal-free O-arylation procedure for phenols and aromatic carboxylic acids has been developed that affords good to excellent yields of arylated products under very mild reaction conditions. A methoxy-substituted aryl triflate affords O-arylated products in high yields with excellent regioselectivity. This chemistry tolerates a variety of functional groups.
• 51. Oxidations with phenyl iodosoacetate. Part VI. The oxidation of some phenols containing electron-attracting substituents
  作者：A. R. Fox、K. H. Pausacker

  DOI：10.1039/jr9570000295

  日期：——
• Ikawa, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1959, vol. 79, p. 1498,1501
  作者：Ikawa

  DOI：——

  日期：——