(2-氯苯基)(3,4-二甲氧基苯基)甲酮 | 34702-00-6

• 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-氯苯基)(3,4-二甲氧基苯基)甲酮
• 英文名称: 2-chloro-3,4-dimethoxybenzophenone
• 英文别名: (2-chlorophenyl)(3,4-dimethoxyphenyl)methanone；(2-chlorophenyl)-(3,4-dimethoxyphenyl)methanone
• CAS: 34702-00-6
• 化学式: C₁₅H₁₃ClO₃
• mdl: MFCD02127312
• 分子量: 276.719
• InChiKey: HZUYRIJHVQPPEK-UHFFFAOYSA-N

物化性质

• 熔点：
  138-141 °C
• 沸点：
  412.2±40.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  (2-氯苯基)(3,4-二甲氧基苯基)甲酮 在 aluminum (III) chloride 、 lithium aluminium tetrahydride 作用下， 反应 2.0h， 生成 2-chloro-3',4'-dimethoxydiphenylmethane
  参考文献：
  名称：

  Synthesis and biological activity of halophenols as potent antioxidant and cytoprotective agents

  摘要：

  A series of new bromophenols and chlorophenols were prepared by a practical route. The in vitro antioxidative activity of the halophenols was evaluated by the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging assay, and their cytoprotective activity was also tested on hydrogen peroxide (H2O2)-induced injury in human umbilical vein endothelial cells (HUVEC). All halophenols tested displayed moderate to good DPPH radical-scavenging activity, and two bromophenols, 2,3'-dibromo-4,5,6'-trihydroxydiphenyl-methanone (16c) and 2,3-dibromo-4,5-dihydroxydiphenylmethanone (17c) exhibited high protective activity against H2O2-induced injury in HUVEC with EC50 values of 0.4 and 0.8 mu M, respectively. The preliminary structure-activity relationships of these compounds were also investigated in order to determine the essential structures required for their bioactivities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.068
• 作为产物：
  描述：

  邻苯二甲醚 、 邻氯苯甲酰氯 在 aluminum (III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 (2-氯苯基)(3,4-二甲氧基苯基)甲酮
  参考文献：
  名称：

  钴催化的1,1-二芳烃的不对称加氢

  摘要：

  通过使用稳定的手性恶唑啉亚氨基吡啶-钴络合物作为前催化剂，开发了对映体选择性高的钴催化的1,1-二芳烃的氢化反应。观察到独特的邻氯化物效应实现了高对映选择性。易于除去以及氯基团的进一步转化使该方案成为合成各种手性1,1-二芳基乙烷的潜在有用替代品。此过程可以在室温下1克大气压的氢气中以克为单位成功进行。

  DOI：

  10.1021/acs.orglett.6b00453

文献信息

• BeCl2 as a new highly selective reagent for dealkylation of aryl-methyl ethers
  作者：Hashem Sharghi、Fatemeh Tamaddon

  DOI：10.1016/0040-4020(96)00815-0

  日期：1996.10

  An efficient and simple method is introduced for the selective removal of methyl group from poly aryl-methyl ethers, in some important derivatives of benzophenones, xanthones, anthraquinones, aryl esters, benzamides and nitroanisoles with BeCl2.

  一个高效，简便的方法被引入用于由聚芳基-甲基醚的选择性除去甲基的，在二苯甲酮，呫吨酮，蒽醌类，芳基酯，苯甲酰胺和nitroanisoles与BECL一些重要的衍生物2。
• Tunable Aryl Imidazolium Recyclable Ionic Liquid with Dual Brønsted–Lewis Acid as Green Catalyst for Friedel–Crafts Acylation and Thioesterification
  作者：Yi-Jyun Lin、Yao-Peng Wu、Mayur Thul、Ming-Wei Hung、Shih-Huan Chou、Wen-Tin Chen、Wesley Lin、Michelle Lin、Daggula Mallikarjuna Reddy、Hsin-Ru Wu、Wen-Yueh Ho、Shun-Yuan Luo

  DOI：10.3390/molecules25020352

  日期：——

  Unique tunable aryl imidazolium ionic liquids successfully catalyzed Friedel–Crafts acylation and thioesterification in sealed tubes. These reactions can form a C−C bond and a C−S bond with high atom economy. Ionic liquids exhibited high activity and catalyzed essential reactions with good to excellent yields while retaining their catalytic activities for recycling.

  独特可调节的芳基咪唑离子液体成功地催化了密封管中的Friedel-Crafts酰化和硫酯化反应。这些反应可以以高原子经济性形成C−C键和C−S键。离子液体表现出高活性，催化了必要的反应，产率良好至优良，同时保持其催化活性以进行循环利用。
• Cobalt-Catalyzed Asymmetric Hydrogenation of 1,1-Diarylethenes
  作者：Jianhui Chen、Chenhui Chen、Chonglei Ji、Zhan Lu

  DOI：10.1021/acs.orglett.6b00453

  日期：2016.4.1

  Highly enantioselective cobalt-catalyzed hydrogenation of 1,1-diarylethenes was developed by using bench-stable chiral oxazoline iminopyridine–cobalt complexes as precatalysts. A unique o-chloride effect was observed to achieve high enantioselectivity. Easy removal as well as further transformations of the chloro group make this protocol a potentially useful alternative to synthesize various chiral

  通过使用稳定的手性恶唑啉亚氨基吡啶-钴络合物作为前催化剂，开发了对映体选择性高的钴催化的1,1-二芳烃的氢化反应。观察到独特的邻氯化物效应实现了高对映选择性。易于除去以及氯基团的进一步转化使该方案成为合成各种手性1,1-二芳基乙烷的潜在有用替代品。此过程可以在室温下1克大气压的氢气中以克为单位成功进行。
• Synthesis and biological activity of halophenols as potent antioxidant and cytoprotective agents
  作者：Wanyi Zhao、Xiue Feng、Shurong Ban、Wenhan Lin、Qingshan Li

  DOI：10.1016/j.bmcl.2010.05.068

  日期：2010.7

  A series of new bromophenols and chlorophenols were prepared by a practical route. The in vitro antioxidative activity of the halophenols was evaluated by the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging assay, and their cytoprotective activity was also tested on hydrogen peroxide (H2O2)-induced injury in human umbilical vein endothelial cells (HUVEC). All halophenols tested displayed moderate to good DPPH radical-scavenging activity, and two bromophenols, 2,3'-dibromo-4,5,6'-trihydroxydiphenyl-methanone (16c) and 2,3-dibromo-4,5-dihydroxydiphenylmethanone (17c) exhibited high protective activity against H2O2-induced injury in HUVEC with EC50 values of 0.4 and 0.8 mu M, respectively. The preliminary structure-activity relationships of these compounds were also investigated in order to determine the essential structures required for their bioactivities. (C) 2010 Elsevier Ltd. All rights reserved.