4-(4-硝基苯氧基)苯甲酸甲酯 | 21120-78-5

• 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: 4-(4-硝基苯氧基)苯甲酸甲酯
• 英文名称: methyl 4-(4-nitrophenoxy)benzoate
• 英文别名: 4-(4-nitro-phenoxy)-benzoic acid methyl ester；4'-Nitro-diphenylaether-carbonsaeure-(4)-methylester；4-(4-Nitro-phenoxy)-benzoesaeure-methylester；4'-Carbomethoxy-4-nitro-diphenyl-aether；4-Methoxycarbonyl-4'-nitro-diphenyloxid；4-Nitro-4'-carbomethoxydiphenylether
• CAS: 21120-78-5
• 化学式: C₁₄H₁₁NO₅
• mdl: MFCD00429186
• 分子量: 273.245
• InChiKey: PPRYORMDEJTYDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  394.4±22.0 °C(Predicted)
• 密度：
  1.302±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-硝基苯氧基)苯甲酸甲酯 在 铁粉 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 4-(4-氨基苯氧基)苯甲酸甲酯
  参考文献：
  名称：

  DIARYLETHER INHIBITORS OF FARNESYL-PROTEIN TRANSFERASE

  摘要：

  The design and synthesis of simple nonpeptide inhibitors of farnesyl-protein transferase (FTase) are described. Cysteine-derived diarylether frameworks are appropriate structural replacements for the C-terminal tetrapeptide portion of the Ras protein, and possess in vitro potency against FTase. Inhibitory activity is dependent on the ring-substitution pattern, and does not require the presence of a C-terminal carboxylate group. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00225-4
• 作为产物：
  描述：

  对硝基氯苯 在 盐酸 作用下， 生成 4-(4-硝基苯氧基)苯甲酸甲酯
  参考文献：
  名称：

  Haeussermann; Bauer, Chemische Berichte, 1896, vol. 29, p. 2084

  摘要：

  DOI：

文献信息

• Ligand-free solid supported palladium(0) nano/microparticles promoted C–O, C–S, and C–N cross coupling reaction
  作者：Bandna、Nitul Ranjan Guha、Arun K. Shil、Dharminder Sharma、Pralay Das

  DOI：10.1016/j.tetlet.2012.07.096

  日期：2012.9

  Ligand-free solid-supported nano and microparticles of Pd(0) (SS-Pd) were used as a heterogeneous catalyst in carbon-heteroatom bond formation reactions. Nitro substituted aryl halides reacted with oxygen, sulfur, and nitrogen nucleophiles to afford the corresponding products in good yields. A one-pot sequential cross coupling and nitro-reduction was also performed using the same SS-Pd catalyst to

  Pd（0）（SS-Pd）的无配体固体负载纳米和微粒在碳-杂原子键形成反应中用作多相催化剂。硝基取代的芳基卤化物与氧，硫和氮亲核试剂反应，以高收率提供相应的产物。还使用相同的SS-Pd催化剂进行一锅顺序交叉偶联和硝基还原，以访问胺取代的碳-杂原子分子。此外，SS-Pd最多可循环使用七次，而不会显着降低催化活性。
• Ligand-free Cu(<scp>ii</scp>)-catalyzed aerobic etherification of aryl halides with silanes: an experimental and theoretical approach
  作者：Muhammad Naeem Ahmed、Khalil Ahmad、Khawaja Ansar Yasin、Tayyaba Farooq、Bilal Ahmad Khan、Soumendra K. Roy

  DOI：10.1039/c9nj01777a

  日期：——

  remained a focus of interest. In contrast to the conventional/traditional methods of etherification, herein, we have reported a more efficient method, which is better yielding and more general in application. The etherification of aryl halides by alkoxy/phenoxy silanes was catalyzed by copper acetate in the presence of cesium carbonate and oxygen in DMF at 145 °C. All the as-synthesized compounds were

  由于它们在自然界中的广泛应用和在各个领域的广泛应用，芳基烷基醚的合成一直是人们关注的焦点。与传统的/传统的醚化方法相比，本文报道了一种更有效的方法，该方法收率更高，应用更普遍。在碳酸铯和氧气存在下于145°C下，乙酸铜在乙酸铜的催化下，通过烷氧基/苯氧基硅烷将芳基卤化物醚化。所有所合成的化合物进行表征通过所述1 H-NMR和13C-NMR光谱技术。进行了使用B3LYP官能团的密度泛函理论计算，以阐明反应机理。2-硝基碘代苯和四甲氧基硅烷之间的C-O偶联反应被用作模型反应。用于产生催化物质（31.6 kcal mol -1）和σ键易位（16.0 kcal mol -1），氧化加成/还原消除（20.3 kcal mol -1），卤素原子转移（19.2 kcal）的活化能垒mol -1）和单电子转移（SET）（29.5 kcal mol -1）计算了C–O偶联反应的机理。使用B3PW91，PBE
• The Kinetics and Mechanisms of Aromatic Nucleophilic Substitution Reactions in Liquid Ammonia
  作者：Pengju Ji、John H. Atherton、Michael I. Page

  DOI：10.1021/jo200170z

  日期：2011.5.6

  isomer. Oxygen nucleophiles, such as alkoxide and phenoxide ions, readily displace fluorine of 4-NFB in liquid ammonia to give the corresponding substitution product with little or no competing solvolysis product. Using the pKa of the substituted phenols in liquid ammonia, the Brønsted βnuc for the reaction of 4-NFB with para-substituted phenoxides is 0.91, indicative of the removal of most of the negative

  液氨中芳族亲核取代反应的速率比质子溶剂中的快得多，这表明液氨在对有机反应的溶剂影响方面表现得像典型的偶极非质子溶剂。硝基氟苯（NFB）易于在液氨中进行溶剂分解，并且2-硝基氟苯的反应活性是4-取代异构体的约30倍。氧亲核试剂，例如醇盐和酚盐离子，很容易将4-NFB的氟置换成液态氨，得到相应的取代产物，而竞争溶剂分解产物很少或没有。使用p ķ一个在液氨的取代苯酚的，所述布朗斯台德β NUC4-NFB与对位取代的酚盐的反应的0.93为常数，表明氧阴离子上大部分负电荷的去除和过渡态下完整的键形成，因此表明Meisenheimerσ-中间体的分解为速率限制。而不受胺和二阶速率常数一般碱催化发生4- NFB的氨解生成布朗斯台德β NUC 0.36使用任一所述p ķ一个乙腈或水中氨离子的含量，也可以通过迈森海默σ中间体的限速分解来解释。叠氮化钠和4-NFB反应生成的硝基苯和重氮是不寻常的产物，这可能是
• Discovery of orally available spirodiketopiperazine-based CCR5 antagonists
  作者：Rena Nishizawa、Toshihiko Nishiyama、Katsuya Hisaichi、Keisuke Hirai、Hiromu Habashita、Yoshikazu Takaoka、Hideaki Tada、Kenji Sagawa、Shiro Shibayama、Kenji Maeda、Hiroaki Mitsuya、Hisao Nakai、Daikichi Fukushima、Masaaki Toda

  DOI：10.1016/j.bmc.2010.05.057

  日期：2010.7

  Using the previously reported novel spirodiketopiperazine scaffold, the design and synthesis of orally available CCR5 antagonists was undertaken. Compounds possessing a carboxylic acid function in the appropriate position showed improved oral exposure (AUC) relative to the initial chemical leads without reduction in the antagonist activity. The optimized compound 40 was found to show potent anti-HIV activity. Full details of structure-activity relationship (SAR) study are presented. (C) 2010 Elsevier Ltd. All rights reserved.
• Tomita; Ikawa, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1954, vol. 74, p. 1065,1067
  作者：Tomita、Ikawa

  DOI：——

  日期：——