1-(3-chlorophenyl)-2-(4-methoxyphenyl)ethane-1,2-dione | 54945-20-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(3-chlorophenyl)-2-(4-methoxyphenyl)ethane-1,2-dione
• 英文别名: 3-chloro-4'-methoxy-benzil；3-Chlor-4'-methoxy-benzil
• CAS: 54945-20-9
• 化学式: C₁₅H₁₁ClO₃
• 分子量: 274.704
• InChiKey: FQWZPAANKMOILP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-chlorophenyl)-2-(4-methoxyphenyl)ethane-1,2-dione 在 硫酸 、 sulfur 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 24.0h， 生成 2-(3-chlorophenyl)-3-(4-methoxyphenyl)pyrazine
  参考文献：
  名称：

  One-pot synthesis of unsymmetrical benzils and N-heteroarenes through nucleophilic aroylation catalyzed by N-heterocyclic carbene

  摘要：

  An efficient one-pot synthesis of various unsymmetrical benzils via N-heterocyclic carbene (NHC)-catalyzed aroylation of N-phenylimidoyl chlorides with aromatic aldehydes followed by acidic hydrolysis has been developed. The one-pot procedure was extended to synthesis of quinoxalines and pyrazines by condensation/annulation of unsymmetrical benzils generated in situ with diamines. Crown Copyright (c) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.11.039
• 作为产物：
  描述：

  3'-chloro-4-methoxy-benzoin 在 乙醇 、 Fehling solution 作用下， 生成 1-(3-chlorophenyl)-2-(4-methoxyphenyl)ethane-1,2-dione
  参考文献：
  名称：

  Benzoin Reduction. II. The Mechanism of Ketone Formation. The Case of m-Chlorobenzanisoin

  摘要：

  DOI：

  10.1021/ja01336a075

文献信息

• Regioselective Hydrodeoxygenation of α-Diketones with Phosphites under Visible-Light Catalysis
  作者：Hui Yang、Yan Li、Wenhui Zhang、Jiayan Song、Jingyu Hu、Mengya Wang、Han Yao、Xia Xu、Na Li、Yanbo Yang、Rongrong Yu、Shuxia Xie、Cuiying Ye、Guo Wei

  DOI：10.1021/acs.orglett.3c02936

  日期：2023.10.13

  Novel regioselective hydrodeoxygenation of α-diketones with phosphites as the deoxygenation reagent was realized via visible-light photoredox catalysis. Broad substrate scope and high functional group compatibility were obtained. Unsymmetric α-diketones were selectively reduced at the carbonyls of higher electrophilicity. This unique regioselectivity compared with available methods makes it a practical

  通过可见光光氧化还原催化，以亚磷酸酯为脱氧试剂实现了α-二酮的新型区域选择性加氢脱氧。获得了较宽的底物范围和较高的官能团兼容性。不对称的α-二酮在较高亲电性的羰基处被选择性还原。与现有方法相比，这种独特的区域选择性使其成为α-二酮单氢脱氧的实用补充方法。