Chloressigsaeure-(2-acetyl-phenyl)-ester | 160875-42-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Chloressigsaeure-(2-acetyl-phenyl)-ester
• 英文别名: 2-acetylphenyl 2-chloroacetate；(2-Acetylphenyl) 2-chloroacetate
• CAS: 160875-42-3
• 化学式: C₁₀H₉ClO₃
• 分子量: 212.633
• InChiKey: UZQIBBHQVXDBSU-UHFFFAOYSA-N

物化性质

• 沸点：
  316.2±22.0 °C(Predicted)
• 密度：
  1.250±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  Chloressigsaeure-(2-acetyl-phenyl)-ester 在 potassium tert-butylate 、 potassium iodide 作用下， 以 二甲基亚砜 、 丙酮 为溶剂， 反应 4.67h， 生成 1-(4-Methyl-2-oxo-2H-chromen-3-yl)-tetrahydrothiopheniumperchlorat
  参考文献：
  名称：

  Rehwald, Matthias; Bellmann, Peter; Jeschke, Torsten, Advanced Synthesis and Catalysis, 2000, vol. 342, # 4, p. 371 - 378

  摘要：

  DOI：
• 作为产物：
  描述：

  2'-羟基苯乙酮 、 氯乙酰氯 在 sodium ethanolate 作用下， 以 乙醇 、 1,4-二氧六环 为溶剂， 反应 2.0h， 以36%的产率得到Chloressigsaeure-(2-acetyl-phenyl)-ester
  参考文献：
  名称：

  Rehwald, Matthias; Bellmann, Peter; Jeschke, Torsten, Advanced Synthesis and Catalysis, 2000, vol. 342, # 4, p. 371 - 378

  摘要：

  DOI：

文献信息

• Mali, Raghao S.; Deshpande, Jyoti V., Organic Preparations and Procedures International, 1995, vol. 27, # 6, p. 663 - 667
  作者：Mali, Raghao S.、Deshpande, Jyoti V.

  DOI：——

  日期：——
• Reduction of Substituted Phenyl 2-Chloroacetates at Silver Cathodes: Electrosynthesis of Coumarins
  作者：Erick M. Pasciak、Dennis G. Peters

  DOI：10.1149/2.0551412jes

  日期：——

  To explore the electrosynthesis of coumarins, cyclic voltammetry and controlled-potential (bulk) electrolysis have been employed to investigate the reduction of the carbon-chlorine bond of five substituted phenyl 2-chloroacetates at silver cathodes in dimethylformamide (DMF) containing 0.10 M tetra-n-butylammonium tetrafluoroborate (TBABF(4)) as supporting electrolyte; the five substrates are 2-formylphenyl 2-chloroacetate (1a), 2-acetylphenyl 2-chloroacetate (2a), methyl 2-(2-chloroacetoxy)benzoate (3a), 2-formyl-5-methoxyphenyl 2-chloroacetate (4a), and 2-formyl-3,5-dimethoxyphenyl 2-chloroacetate (5a). We have examined (a) the effects of substituents on the benzene ring of the substrate as well as the nature of the aryl carbonyl moiety on the formation of the coumarin product and (b) the effect of solvent-namely, DMF, acetonitrile (CH3CN), benzonitrile (PhCN), and propylene carbonate (PC)-and substrate concentration on the yield of the coumarin. It was found that the most unsubstituted substrate (1a) afforded the highest yield (41%) of the desired coumarin in a DMF-TBABF(4) medium. A mechanistic scheme is proposed to account for the formation of the coumarin. Furthermore, the only other products seen in these reductions are 2-substituted phenols, which are precursors for synthesis of the various substrates. (C) 2014 The Electrochemical Society. All rights reserved.
• Jumbam; Yedwa; Masamba, Bulletin of the Chemical Society of Ethiopia, 2011, vol. 25, # 1, p. 157 - 160
  作者：Jumbam、Yedwa、Masamba

  DOI：——

  日期：——