2,4-dinitro-4'-methoxybiphenyl | 86111-48-0

• 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: 2,4-dinitro-4'-methoxybiphenyl
• 英文别名: 4'-Methoxy-2,4-dinitrobiphenyl；2,4-Dinitro-4'-methoxy-biphenyl；1-(4-Methoxyphenyl)-2,4-dinitrobenzene
• CAS: 86111-48-0
• 化学式: C₁₃H₁₀N₂O₅
• 分子量: 274.233
• InChiKey: TZCFWLIFZPVEDU-UHFFFAOYSA-N

物化性质

• 熔点：
  94-95 °C(Solv: methanol (67-56-1))
• 沸点：
  415.6±35.0 °C(Predicted)
• 密度：
  1.354±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到2,4-dinitro-4'-methoxybiphenyl
  参考文献：
  名称：

  Brune, Hans Albert; Stapp, Bernhard; Schmidtberg, Guenther, Chemische Berichte, 1986, vol. 119, # 6, p. 1845 - 1856

  摘要：

  DOI：

文献信息

• PdCuCeO–TPAB: a new catalytic system for quasi-heterogeneous Suzuki–Miyaura cross-coupling reactions under ligand-free conditions in water
  作者：Philani P. Mpungose、Neo I. Sehloko、Glenn E. M. Maguire、Holger B. Friedrich

  DOI：10.1039/c7nj02759a

  日期：——

  Suzuki-Miyaura cross-coupling reactions. The catalyst was characterised fully and all the characterisation techniques strongly suggest that the Pd2+ and Cu2+ ions were succesfully incorporated into the lattice of ceria. The as-prepared PdCuCeO solid-solution oxide was tested on Suzuki-Miyaura cross-coupling reactions under ligand free conditions using water as a sole solvent and tetrapropylammonium bromide (TPAB)

  在此贡献中，我们报告了一种简单清洁的方法，用于制备单相Pd0.04Cu0.04Ce0.92O2-δ（PdCuCeO）固溶体氧化物及其在准多相Suzuki-Miyaura交叉偶联反应中的应用。对该催化剂进行了充分表征，所有表征技术均强烈表明Pd2 +和Cu2 +离子已成功掺入二氧化铈的晶格中。在水为唯一溶剂和四丙基溴化铵（TPAB）为相转移催化剂的无配体条件下，在Suzuki-Miyaura交叉偶联反应上测试了所制备的PdCuCeO固溶体氧化物。已经发现TPAB充当Pd的清除剂，并且所得的材料（Pd / TPAB）能够催化Suzuki-Miyaura偶联反应。芳基碘化物的Suzuki-Miyaura偶联，该PdCuCeO-TPAB催化体系可有效地进行溴化物以及活化的芳基氯化物的处理。PdCuCeO-TPAB催化体系还显示出良好的官能团耐受性，并且获得了良好的分离产率。催化剂的浸出和可回收性研
• PEG (300)–PdCl2 promoted efficient and convenient Suzuki–Miyaura coupling of aryl chlorides with arylboronic acids
  作者：Liang Yin、Zhan-hui Zhang、Yong-mei Wang

  DOI：10.1016/j.tet.2006.07.067

  日期：2006.10

  PEG (300) was found as an effective medium for the PdCl2-catalyzed Suzuki–Miyaura cross-coupling of aryl chlorides with various phenylboronic acids. This cross-coupling pathway conveniently and efficiently gave good to excellent yields of corresponding biaryl nucleus under mild conditions.

  发现PEG（300）是PdCl 2催化的Suzuki-Miyaura芳基氯与各种苯基硼酸交叉偶联的有效介质。在温和条件下，这种交叉偶联途径方便且有效地使相应的联芳基核的产率良好。
• Sulfur-Ligand/Pd-Catalyzed Cross-Coupling Reactions of Aryl Halides with Arylboronic Acids Under Aerobic Conditions
  作者：Hong-ling Li、Zhi-sheng Wu、Min Yang、Yan-xing Qi

  DOI：10.1007/s10562-010-0342-z

  日期：2010.6

  An air-and moisture-stable monodentate sulfur-ligand was synthesized. The ligand was found to be effective in Pd-catalyzed cross-coupling reactions of various aryl halides with arylboronic acids under aerobic conditions. This catalytic system is tolerant of a wide range of functional groups. The new complex structure of the sulfur-ligand/PdII has been determined by single-crystal X-ray diffraction

  合成了空气和水分稳定的单齿硫配体。发现该配体在有氧条件下在钯催化的各种芳基卤化物与芳基硼酸的交叉偶联反应中是有效的。该催化系统可耐受多种官能团。通过单晶 X 射线衍射确定了硫配体/PdII 的新复合结构。 图形摘要合成了一种空气和水分稳定的单齿硫配体，并发现它在 Pd 催化的交叉偶联反应中是有效的各种芳基卤化物与芳基硼酸在有氧条件下的反应。硫配体/PdII 的新复合结构已通过单晶 X 射线衍射确定。
• Complex of [BMIm] PF₆ with PEG₁₀₀₀ : a high efficient and recycle system for palladium-catalyzed Suzuki cross-coupling and Heck reaction
  作者：Xiang Liu、Yang Mao、Ming Lu

  DOI：10.1002/aoc.2860

  日期：2012.6

  A complex of [BMIm] PF6 (1‐Butyl‐3‐methylimidazolium hexafluorophosphate) with PEG1000 has been successfully applied and found to be efficient for Suzuki cross‐coupling and Heck reaction using Pd(OAc)2 as the catalyst under air atmosphere. Moreover, the isolation of the products is readily performed by the extraction of diethyl ether, and the catalytic system reported here can be recycled and reused

  [BMIm] PF 6（1-丁基-3-甲基咪唑鎓六氟磷酸盐）与PEG 1000的复合物已成功应用，并发现对于在空气气氛下使用Pd（OAc）2作为催化剂的Suzuki交叉偶联和Heck反应有效。此外，产物的分离很容易通过萃取二乙醚来进行，并且这里报道的催化体系可以循环使用多次。版权所有©2012 John Wiley＆Sons，Ltd.
• Atom-efficient Pd-catalyzed cross-couplings of chloroarenes with triarylbismuth reagents
  作者：Maddali L.N. Rao、Suresh Meka

  DOI：10.1016/j.tetlet.2019.150971

  日期：2019.8

  Various Pd-catalyzed protocols have been developed for the atom-efficient cross-coupling of chloroarenes with triarylbismuth reagents. Using the developed protocols, an efficient synthesis of unsymmetrical biaryls in good to excellent yields was achieved by employing electron-deficient chloroarenes and a range of triarylbismuth reagents.

  已经开发了各种钯催化的方案，用于氯代芳烃与三芳基铋试剂的原子有效交叉偶联。使用已开发的方案，通过使用电子不足的氯代芳烃和一系列三芳基铋试剂，可以有效地合成不对称的联芳基，收率良好至优异。