4-氯-2-甲基二苯甲酮 | 33184-54-2

• 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-氯-2-甲基二苯甲酮
• 英文名称: (4-chloro-2-methylphenyl)(phenyl)methanone
• 英文别名: 4-chloro-2-methylbenzophenone；2-Methyl-4-chlorobenzophenon；4-Chloro-2-methylbenzophenon；(4-Chloro-2-methyl-phenyl)-phenyl-methanone；(4-chloro-2-methylphenyl)-phenylmethanone
• CAS: 33184-54-2
• 化学式: C₁₄H₁₁ClO
• 分子量: 230.694
• InChiKey: VPJOUHYHNNHYSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-氯-2-甲基二苯甲酮 在 chromium(VI) oxide 、 硫酸 作用下， 以 溶剂黄146 为溶剂， 生成 2-苯甲酰基-5-氯苯甲酸
  参考文献：
  名称：

  5-Aryl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ols. Novel class of anorectic agents

  摘要：

  A series of 5-aryl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ols (IV), prepared by the LiA1H4 reduction of the corresponding 9b-aryl-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones (II), was evaluated for suppression of food consumption in rats. One member of this series, 5-p-chlorophenyl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ol (6, mazindol), was evaluated in squirrel and capuchin monkeys and found to have anorexic activity approximately equal to d-amphetamine.

  DOI：

  10.1021/jm00236a014
• 作为产物：
  描述：

  4-氯-2-甲基苯甲酸 在 三氯化铝 、 氯化亚砜 作用下， 生成 4-氯-2-甲基二苯甲酮
  参考文献：
  名称：

  5-Aryl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ols. Novel class of anorectic agents

  摘要：

  A series of 5-aryl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ols (IV), prepared by the LiA1H4 reduction of the corresponding 9b-aryl-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones (II), was evaluated for suppression of food consumption in rats. One member of this series, 5-p-chlorophenyl-2,3-dihydro-5H-imidazo[2,1-a]isoindol-5-ol (6, mazindol), was evaluated in squirrel and capuchin monkeys and found to have anorexic activity approximately equal to d-amphetamine.

  DOI：

  10.1021/jm00236a014

文献信息

• C(acyl)–C(sp²) and C(sp²)–C(sp²) Suzuki–Miyaura cross-coupling reactions using nitrile-functionalized NHC palladium complexes
  作者：Sinem Çakır、Serdar Batıkan Kavukcu、Hande Karabıyık、Senthil Rethinam、Hayati Türkmen

  DOI：10.1039/d1ra07231e

  日期：——

  N-heterocyclic carbene (NHC) palladium complexes has been successful for the modulation of C–C coupling reactions. For this purpose, a series of azolium salts (1a–f) including benzothiazolium, benzimidazolium, and imidazolium, bearing a CN-substituted benzyl moiety, and their (NHC)2PdBr2 (2a–c) and PEPPSI-type palladium (3b–f) complexes have been systematically prepared to catalyse acylative Suzuki–Miyaura

  N-杂环卡宾（NHC）钯配合物的应用已成功用于调节C-C偶联反应。为此，包括苯并噻唑鎓、苯并咪唑鎓和咪唑鎓在内的一系列唑鎓盐 ( 1a-f )，带有 CN 取代的苄基部分，以及它们的 (NHC) 2 PdBr 2 ( 2a-c ) 和 PEPPSI 型钯 ( 3b -F) 已系统地制备了配合物以催化酰氯与芳基硼酸的酰化 Suzuki-Miyaura 偶联反应，在碳酸钾作为碱存在下形成二苯甲酮衍生物，并催化溴苯与芳基硼酸的传统 Suzuki-Miyaura 偶联反应形成联芳基。所有合成的化合物均通过傅里叶变换红外 (FTIR) 和1 H 和13 C NMR 光谱进行了充分表征。3c、3e和3f单晶的X射线衍射研究证明正方形平面几何。进行了扫描电子显微镜 (SEM)、能量色散 X 射线光谱 (EDS)、金属映射分析和热重分析 (TGA)，以进一步了解 Suzuki-Miyaura 交叉偶联反应的机制。机理研究表明，CN
• 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。
• Enantioselective Michael Addition of Photogenerated <i>o</i>-Quinodimethanes to Enones Catalyzed by Chiral Amino Acid Esters
  作者：Xiaoqian Yuan、Shupeng Dong、Zhen Liu、Guibing Wu、Chuncheng Zou、Jinxing Ye

  DOI：10.1021/acs.orglett.7b00862

  日期：2017.5.5

  The first example of a photoexcitated amine-catalyzed process for asymmetric Michael addition of o-quinodimethanes to enones is described. In the presence of simple chiral amino acid esters, a variety of Michael adducts were generally obtained in good yields and excellent stereoselectivities. This strategy can be successfully applied to 3-substituted-2-cyclohexenones and provides an asymmetric access

  描述了光激发的胺催化的方法的第一实例，该方法用于将邻喹啉二甲烷不对称地迈克尔加成成烯酮。在简单的手性氨基酸酯的存在下，通常以高收率和优异的立体选择性获得各种迈克尔加成物。此策略可以成功地应用于3-取代的-2-环己烯酮，并提供对全碳四元中心的不对称进入。此外，还通过密度泛函理论（DFT）计算来解释高度立体控制。
• Aluminum dodecatungstophosphate (AlPW12O40) as a non-hygroscopic Lewis acid catalyst for the efficient Friedel–Crafts acylation of aromatic compounds under solvent-less conditions
  作者：Habib Firouzabadi、Nasser Iranpoor、Farhad Nowrouzi

  DOI：10.1016/j.tet.2004.09.049

  日期：2004.11

  Stable and non-hygroscopic aluminum dodecatungstophosphate (AlPW12O40), which is prepared easily from cheap and commercially available compounds was found to be an effective catalyst for Friedel–Crafts acylation reactions using carboxylic acids, acetic anhydride and benzoyl chloride in the absence of solvent under mild reaction conditions.

  稳定且不吸湿的十二碳二磷酸铝（AlPW 12 O 40），可以容易地由廉价且可商购的化合物制备，被发现是在不存在羧酸的情况下使用羧酸，乙酸酐和苯甲酰氯进行Friedel-Crafts酰化反应的有效催化剂。在温和的反应条件下使用溶剂。
• Asymmetric Transfer Hydrogenation of Diaryl Ketones with Ethanol Catalyzed by Chiral <scp>NCP</scp> Pincer Iridium Complexes
  作者：Lu Qian、Xixia Tang、Yulei Wang、Guixia Liu、Zheng Huang

  DOI：10.1002/cjoc.202100868

  日期：2022.5.15

  The use of a chiral (NCP)Ir complex as the precatalyst allowed for the discovery of asymmetric transfer hydrogenation of diaryl ketones with ethanol as the hydrogen source and solvent. This reaction was applicable to various ortho-substituted diaryl keontes, affording benzhydrols in good yields and enantioselectivities. This protocol could be carried out in a gram scale under mild reaction conditions

  使用手性 (NCP)Ir 配合物作为预催化剂，可以发现以乙醇为氢源和溶剂的二芳基酮的不对称转移氢化。该反应适用于各种邻位取代的二芳基酮，以良好的收率和对映选择性提供苯甲醇。该方案可以在温和的反应条件下以克级进行。通过合成 ( S )-新苯诺定的关键前体突出了催化体系的实用性。