(6-chloro-7-methyl-2-oxo-2H-chromen-4-yl)-acetic acid | 68747-35-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: (6-chloro-7-methyl-2-oxo-2H-chromen-4-yl)-acetic acid
• 英文别名: (6-Chlor-7-methyl-2-oxo-2H-chromen-4-yl)-essigsaeure；2-(6-Chloro-7-methyl-2-oxochromen-4-yl)acetic acid
• CAS: 68747-35-3
• 化学式: C₁₂H₉ClO₄
• 分子量: 252.654
• InChiKey: MHBAHYCOBVBNDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (6-chloro-7-methyl-2-oxo-2H-chromen-4-yl)-acetic acid 、 10-propyl-10H-phenothiazine-3-carbaldehyde 在 哌啶 作用下， 以 甲醇 为溶剂， 反应 46.25h， 生成 (Z)-1-(6-chloro-7-methylcoumarin-4-yl)-2-(10-propyl-10H-phenothiazin-3-yl)ethene
  参考文献：
  名称：

  Synthesis and photophysical study of novel coumarin based styryl dyes

  摘要：

  New organic dyes comprising phenothiazine, carbazole, indole, diphenylamine moieties, as the electron donors, and coumarin ring as the electron acceptor through ethylenic pi bridge were synthesized and characterized. The reaction of different coumarin-4-acetic acids with phenothiazine-3-carbaldehyde in the presence of piperidine in methanol gives highly fluorescent styryl derivatives having cis configuration of ethylenic double bond. Under similar conditions 7-methylcoumarin-4-acetic acid was condensed with indole-3-carbaldehyde, carbazole-3-carbaldehyde, and diphenyl amine aldehyde to give different styryl derivatives with trans configuration of ethylenic double bond. Synthesized compounds were also studied for photophysical properties and show solvatochromism. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.04.018
• 作为产物：
  描述：

  柠檬酸 在 硫酸 作用下， 反应 16.0h， 生成 (6-chloro-7-methyl-2-oxo-2H-chromen-4-yl)-acetic acid
  参考文献：
  名称：

  Synthesis and photophysical study of novel coumarin based styryl dyes

  摘要：

  New organic dyes comprising phenothiazine, carbazole, indole, diphenylamine moieties, as the electron donors, and coumarin ring as the electron acceptor through ethylenic pi bridge were synthesized and characterized. The reaction of different coumarin-4-acetic acids with phenothiazine-3-carbaldehyde in the presence of piperidine in methanol gives highly fluorescent styryl derivatives having cis configuration of ethylenic double bond. Under similar conditions 7-methylcoumarin-4-acetic acid was condensed with indole-3-carbaldehyde, carbazole-3-carbaldehyde, and diphenyl amine aldehyde to give different styryl derivatives with trans configuration of ethylenic double bond. Synthesized compounds were also studied for photophysical properties and show solvatochromism. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.04.018

文献信息

• Dey, Journal of the Chemical Society, 1915, vol. 107, p. 1637
  作者：Dey

  DOI：——

  日期：——
• Chakravarti; Banerjee, Journal of the Indian Chemical Society, 1936, vol. 13, p. 619,624
  作者：Chakravarti、Banerjee

  DOI：——

  日期：——
• SHRIDHAR D. R.; SASTRY C. V. R.; VAIDYA N. K.; MOORTY S. R.; REDDI G. S.;+, INDIAN. J. CHEM., 1978, B16, NO 8, 704-708
  作者：SHRIDHAR D. R.、 SASTRY C. V. R.、 VAIDYA N. K.、 MOORTY S. R.、 REDDI G. S.、+

  DOI：——

  日期：——
• Synthesis and photophysical study of novel coumarin based styryl dyes
  作者：Anita K. Sanap、Kailas K. Sanap、Ganapati S. Shankarling

  DOI：10.1016/j.dyepig.2015.04.018

  日期：2015.9

  New organic dyes comprising phenothiazine, carbazole, indole, diphenylamine moieties, as the electron donors, and coumarin ring as the electron acceptor through ethylenic pi bridge were synthesized and characterized. The reaction of different coumarin-4-acetic acids with phenothiazine-3-carbaldehyde in the presence of piperidine in methanol gives highly fluorescent styryl derivatives having cis configuration of ethylenic double bond. Under similar conditions 7-methylcoumarin-4-acetic acid was condensed with indole-3-carbaldehyde, carbazole-3-carbaldehyde, and diphenyl amine aldehyde to give different styryl derivatives with trans configuration of ethylenic double bond. Synthesized compounds were also studied for photophysical properties and show solvatochromism. (C) 2015 Elsevier Ltd. All rights reserved.