4,8-dimethyl-6-formyl-7-hydroxycoumarin | 6736-54-5

• 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: 4,8-dimethyl-6-formyl-7-hydroxycoumarin
• 英文别名: 6-formyl-7-hydroxy-4,8-dimethylcoumarin；7-hydroxy-4,8-dimethyl-2-oxo-2H-chromene-6-carbaldehyde；4,8-Dimethyl-6-formyl-7-hydroxy-cumarin；6-Formyl-4,8-dimethyl-umbelliferon；7-Hydroxy-4,8-dimethyl-2-oxochromene-6-carbaldehyde
• CAS: 6736-54-5
• 化学式: C₁₂H₁₀O₄
• 分子量: 218.209
• InChiKey: MEINOSORJMSSLO-UHFFFAOYSA-N

物化性质

• 熔点：
  256 °C(Solv: acetic acid (64-19-7))
• 沸点：
  399.5±42.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  1
• 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：

  4,8-dimethyl-6-formyl-7-hydroxycoumarin 以72%的产率得到
  参考文献：
  名称：

  MARCIANI S.; GUIOTTO A.; RODIGLIERO P.; GIA O.; RODIGHIERO G.; PATHAK M. +, FARMACO. ED. SCI., 1979, 34, NO 3, 234-247

  摘要：

  DOI：
• 作为产物：
  描述：

  4,5‘,8-三甲基]补骨脂素 生成 4,8-dimethyl-6-formyl-7-hydroxycoumarin
  参考文献：
  名称：

  INNOCENTI, G.;CAPORALE, G.;DALLACQUA, F., MED. BIOL. ENVIRON., 16,(1988) N, C. 3-8

  摘要：

  DOI：

文献信息

• Vilsmeier-Haack formylation of coumarin derivatives. A solvent dependent kinetic study
  作者：K. C. Rajanna、Florence Solomon、Mir Moazzam Ali、P. K. Sai Prakash

  DOI：10.1002/(sici)1097-4601(1996)28:12<865::aid-kin1>3.0.co;2-l

  日期：——

  A kinetic study of the reaction of coumarin derivatives with Vilsmeier-Haack (VH) reagent (1:1 DMF-POCl3) in various solvent media revealed second-order kinetics with a first-order in [Substrate] and first-order in [VH reagent]. The reaction rates altered nonlinearly with an increase in the dielectric constant of the medium and the data did not fit completely well with either Amis or Kirkwood's theories of ion-dipole and dipole-dipole type reactions. On the basis of kinetic and spectroscopic results, participation of VH-adduct and coumarin molecule in the rate limiting step, has been proposed. Kinetic and activation parameters have been evaluated and discussed in terms of isokinetic relationship and as a function of solvent compositions. Linearity of Leffler's and Exner's plots indicate a similar type of mechanism to be operative in different dielectric media al all temperatures. (C) 1996 John Wiley & Sons, Inc.
• Synthesis and application of a novel reactive Coumarin-derived probe for the determination of Hg2+ in real samples
  作者：Qingqin Tian、Tong Hong、Zhigang Zhao、Zhichuan Shi

  DOI：10.1016/j.ica.2022.120937

  日期：2022.7
• Marciani Magno; Rodighiero; Gia, Farmaco, Edizione Scientifica, 1981, vol. 36, # 7, p. 629 - 647
  作者：Marciani Magno、Rodighiero、Gia、Bordin、Baccichetti、Guiotto

  DOI：——

  日期：——
• Gangadhar; Kumar, Ch Harish; Krupadanam, G. L. David, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 1, p. 87 - 89
  作者：Gangadhar、Kumar, Ch Harish、Krupadanam, G. L. David

  DOI：——

  日期：——
• GUITTO A.; RODIGHIERO P.; MAGNO S. M.; GIA O.; PASTORINI G.; MANZINI P.; +, FARMACO. ED. SCI., 1979, 34, NO 9, 774-788
  作者：GUITTO A.、 RODIGHIERO P.、 MAGNO S. M.、 GIA O.、 PASTORINI G.、 MANZINI P.、 +

  DOI：——

  日期：——