3-(4-chloro-2H-chromen-3-yl)-acrylic acid ethyl ester | 1131454-75-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(4-chloro-2H-chromen-3-yl)-acrylic acid ethyl ester
• 英文别名: (2E)-ethyl-3-(4-chloro-2H-chromen-3-yl)acrylate；ethyl (E)-3-(4-chloro-2H-chromen-3-yl)prop-2-enoate
• CAS: 1131454-75-5
• 化学式: C₁₄H₁₃ClO₃
• 分子量: 264.708
• InChiKey: DXQKCDYNBCOYLW-BQYQJAHWSA-N

物化性质

• 熔点：
  90-92 °C
• 沸点：
  414.0±45.0 °C(predicted)
• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-苯氧基丙腈 在 草酰氯 、 三氟甲磺酸 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-(4-chloro-2H-chromen-3-yl)-acrylic acid ethyl ester
  参考文献：
  名称：

  Synthesis, characterization, and antimicrobial activity of novel substituted 2H-chromenyl acrylates

  摘要：

  The present study deals with conventional Witting olefination of 2H-chromene-3-carbaldehydes with stabilized ylide in the presence of dichloromethane to afford (2E)-ethyl-3-(4-chloro-2H-chromen-3-yl) acrylate derivatives. All the products were found to have E-geometry at C=C bond. The synthesized compounds were characterized by spectral data such as IR, H-1 NMR and MS. Compounds were screened for antimicrobial activity against strains of gram positive, gram negative bacterial and fungal strains. All compounds showed good antibacterial and antifungal activity.

  DOI：

  10.1134/s1070363216120586

文献信息

• Microwave-accelerated Wittig olefination of β-chloroacroleins
  作者：Rabin Bera、G. Dhananjaya、Shambu Nath Singh、Rajender Kumar、K. Mukkanti、Manojit Pal

  DOI：10.1016/j.tet.2008.12.036

  日期：2009.2

  The first microwave assisted Wittig reactions of beta-chloroacroleins with a stabilized ylide are described here. A combination of sodium ethoxide and toluene was found to be optimum and using this reaction condition a number of alkenyl-substituted benzopyran/benzo[b]oxepine/2-chromenone derivatives were prepared within few minutes. The microwave mediated process was found to be comparable with the conventional Wittig reaction in terms of product yields. All the products isolated were found to have E-geometry around the C=C bond. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis, characterization, and antimicrobial activity of novel substituted 2H-chromenyl acrylates
  作者：N. J. P. Subhashini、M. Ravi、D. Cherupally、B. China Raju、E. V. Reddy、H. Bee

  DOI：10.1134/s1070363216120586

  日期：2016.12

  The present study deals with conventional Witting olefination of 2H-chromene-3-carbaldehydes with stabilized ylide in the presence of dichloromethane to afford (2E)-ethyl-3-(4-chloro-2H-chromen-3-yl) acrylate derivatives. All the products were found to have E-geometry at C=C bond. The synthesized compounds were characterized by spectral data such as IR, H-1 NMR and MS. Compounds were screened for antimicrobial activity against strains of gram positive, gram negative bacterial and fungal strains. All compounds showed good antibacterial and antifungal activity.