(2-甲氧基苯基)(4-硝基苯基)甲酮 | 42495-50-1

• 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: (2-甲氧基苯基)(4-硝基苯基)甲酮
• 英文名称: (2-methoxyphenyl)(4-nitrophenyl)methanone
• 英文别名: 2-Methoxy-4'-nitrobenzophenone；(2-methoxyphenyl)-(4-nitrophenyl)methanone
• CAS: 42495-50-1
• 化学式: C₁₄H₁₁NO₄
• 分子量: 257.246
• InChiKey: DHMLRUWJBJQWFC-UHFFFAOYSA-N

物化性质

• 熔点：
  117–119°C
• 沸点：
  454.1±30.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  (2-甲氧基苯基)(4-硝基苯基)甲酮 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (2-hydroxyphenyl)(4-nitrophenyl)methanone
  参考文献：
  名称：

  Reactions of 2-hydroxybenzophenones with Corey–Chaykovsky reagent

  摘要：

  A variety of 2-hydroxybenzophenones on reaction with Corey-Chaykovsky reagent underwent unprecedented rearrangements leading to 3-substituted benzofurans 8 and one-carbon homologated compounds 9 and 12. Compounds 9 could further be quantitatively transformed to 2-substituted benzofuran derivatives 10. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.024
• 作为产物：
  描述：

  (2-hydroxyphenyl)(4-nitrophenyl)methanone 生成 (2-甲氧基苯基)(4-硝基苯基)甲酮
  参考文献：
  名称：

  Auwers, Chemische Berichte, 1903, vol. 36, p. 3898

  摘要：

  DOI：

文献信息

• Enantioselective Diarylcarbene Insertion into Si–H Bonds Induced by Electronic Properties of the Carbenes
  作者：Liang-Liang Yang、Declan Evans、Bin Xu、Wen-Tao Li、Mao-Lin Li、Shou-Fei Zhu、K. N. Houk、Qi-Lin Zhou

  DOI：10.1021/jacs.0c04725

  日期：2020.7.15

  enantioselection usually depends on differences in steric interactions between prochiral substrates and a chiral catalyst. We have discovered a carbene Si-H insertion in which the enantioselectivity depends primarily on the electronic characteristics of the carbene substrate, and the log(er) values are linearly related to Hammett parameters. A new class of chiral tetraphosphate dirhodium catalysts was developed

  催化对映选择通常取决于前手性底物和手性催化剂之间空间相互作用的差异。我们发现了一种卡宾 Si-H 插入，其中对映选择性主要取决于卡宾底物的电子特性，并且 log(er) 值与哈米特参数线性相关。开发了一类新的手性四磷酸二铑催化剂，该催化剂在二芳基卡宾插入硅烷的 Si-H 键方面表现出优异的活性和对映选择性。计算和机械研究表明卡宾的两个芳基之间的电子差异如何导致非对映过渡态能量的差异。该研究为利用基材的电子特性进行不对称催化提供了一种新策略。
• Application of the Catalytic Friedel-Crafts Acylation Reaction and ­Regioselectivity Correlations
  作者：Mark Wilkinson、Fabienne Saez、Wei Hon

  DOI：10.1055/s-2006-939705

  日期：——

  A correlation was found between electronic properties and regioselectivity in the Friedel-Crafts reaction of substituted phenylacetic and benzoic acids with anisole, utilising substoichiometric (down to 1 mol%) amounts of catalyst. Relative reactivities of selected catalysts for this reaction were also studied.

  在取代苯乙酸和苯甲酸与苯甲醚的 Friedel-Crafts 反应中，使用亚化学计量（低至 1 mol%）量的催化剂，发现电子特性和区域选择性之间存在相关性。还研究了用于该反应的所选催化剂的相对反应性。
• A Novel Thiourea Ligand Applied in the Pd-Catalyzed Heck, Suzuki and Suzuki Carbonylative Reactions
  作者：Dai Mingji、Bo Liang、Cuihua Wang、Zejin You、Jing Xiang、Guangbin Dong、Jiahua Chen、Zhen Yang

  DOI：10.1002/adsc.200404165

  日期：2004.12

  A novel C2 symmetrical and sterically bulky thiourea ligand 1 has been successfully applied to Heck, Suzuki and Suzuki-type carbonylative coupling reactions under aerobic conditions. Since the metal-sulfur bond in the thiourea complexes is stronger than the metal-phosphorus bond of typical phosphine complexes, thiourea ligands generally do not easily dissociate from the metal center under catalytic

  一种新型的C 2对称且空间体积大的硫脲配体1已成功地用于有氧条件下的Heck，Suzuki和Suzuki型羰基化偶联反应。由于硫脲配合物中的金属-硫键比典型的膦配合物的金属-磷键强，因此硫脲配体在催化条件下通常不容易从金属中心解离，这建立了基于硫脲1的钯配合物作为有效催化剂用于钯催化的交叉偶联反应。
• Aerobic oxidative acylation of nitroarenes with arylacetic esters under mild conditions: facile access to diarylketones
  作者：Jiang-Sheng Li、Qian Yang、Fan Yang、Guo-Qin Chen、Zhi-Wei Li、Yin-Jie Kuang、Wei-Jing Zhang、Peng-Mian Huang

  DOI：10.1039/c7ob02865b

  日期：——

  A facile and regioselective base-mediated aerobic oxidative acylation of nitroarenes to access diarylketones under mild conditions has been developed. It features the use of bench-stable and readily available arylacetates as acyl surrogates, and the absence of transition-metals and synthetic oxidants. This protocol involves a cascade CDC/oxidative decarboxylation process.

  已经开发了在温和条件下容易和区域选择性的碱介导的硝基芳烃的好氧氧化酰化，以得到二芳基酮。它具有使用稳定的，易于获得的芳基乙酸酯作为酰基替代物的特点，并且不存在过渡金属和合成氧化剂。该方案涉及级联的CDC /氧化脱羧过程。
• Friedel–Crafts acylation of aromatic compounds with carboxylic acids in the presence of P2O5/SiO2 under heterogeneous conditions
  作者：Amin Zarei、Abdol R. Hajipour、Leila Khazdooz

  DOI：10.1016/j.tetlet.2008.09.062

  日期：2008.11

  A convenient and efficient procedure for the Friedel–Crafts acylation of aromatic compounds with carboxylic acids in the presence of P2O5/SiO2 is described. Both aromatic and aliphatic carboxylic acids reacted easily to afford the corresponding aromatic ketones. The use of non-toxic and inexpensive materials, simple and clean work-up, short reaction times and good yields of the products are the advantages

  描述了一种在P 2 O 5 / SiO 2存在下芳族化合物与羧酸的Friedel-Crafts酰化的简便有效的方法。芳族和脂族羧酸都容易反应，得到相应的芳族酮。该方法的优点是使用无毒且廉价的材料，简单且清洁的后处理，较短的反应时间和良好的产物收率。