4,5-Dimethyl-chromen-2-one | 105508-85-8

• 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: 4,5-Dimethyl-chromen-2-one
• 英文别名: 4,5-Dimethylchromen-2-one
• CAS: 105508-85-8
• 化学式: C₁₁H₁₀O₂
• 分子量: 174.199
• InChiKey: ZUTKLYFMWWGFHP-UHFFFAOYSA-N

物化性质

• 熔点：
  128-131 °C(Solv: ethanol (64-17-5))
• 沸点：
  316.4±21.0 °C(Predicted)
• 密度：
  1.150±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(2-羟基-6-甲基苯基)乙酮 在 盐酸 、 cerium(III) chloride 、 potassium hydride 作用下， 以 甲醇 为溶剂， 反应 0.17h， 生成 4,5-Dimethyl-chromen-2-one
  参考文献：
  名称：

  使用有机铈（III）试剂新颖有效地合成5-取代和5,6-二取代的4-甲基香豆素

  摘要：

  将有机铈（III）试剂Cl 2 CeCH 2 COOt-Bu添加到适当的邻甲氧基甲氧基苯乙酮中，然后进行酸处理，以优异的产率得到5-取代的和5,6-二取代的4-甲基香豆素。

  DOI：

  10.1016/s0040-4039(00)99031-2

文献信息

• [EN] NEW ANTIBACTERIAL COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS ANTIBACTÉRIENS
  申请人：ACRAF

  公开号：WO2016096631A1

  公开（公告）日：2016-06-23

  The present invention relates to novel antibacterial compounds, pharmaceutical compositions containing them and their use as antimicrobials.

  本发明涉及新型的抗菌化合物、含有它们的药物组合物以及它们作为抗菌剂的应用。
• Microwave-Assisted Synthesis of Coumarins via Pechmann Condensation in Wet Phosphoric Acid Imidazolium Dihydrogenphosphate
  作者：Hassan Valizadeh、F. Mahmoodi Kordi、Hamid Gholipur、Mohammad Amiri

  DOI：10.1080/10426500802667125

  日期：2009.10.30

  Phosphoric acid imidazolium dihydrogenphosphate was found to work well as a catalyst and excellent reaction medium in the Pechmann condensation of substituted phenols or α-naphthol with ethyl acetoacetate to give 4-methyl coumarins under microwave irradiation. This method is simple, cost effective, requires short reaction times, and gives very good to excellent yields.

  发现磷酸咪唑鎓磷酸二氢盐在微波辐射下取代酚或 α-萘酚与乙酰乙酸乙酯的 Pechmann 缩合反应中作为催化剂和优异的反应介质工作良好，得到 4-甲基香豆素。该方法简单、经济、需要较短的反应时间，并且产率非常好。
• Antibacterial compounds
  申请人：AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.p.A.

  公开号：US10369130B2

  公开（公告）日：2019-08-06

  The present invention relates to novel antibacterial compounds, pharmaceutical compositions containing them and their use as antimicrobials.

  本发明涉及新型抗菌化合物、含有这些化合物的药物组合物及其作为抗菌剂的用途。
• Introduction of poly(4-vinylpyridinium) perchlorate as a new, efficient, and versatile solid acid catalyst for one-pot synthesis of substituted coumarins under ultrasonic irradiation
  作者：Nader Ghaffari Khaligh、Farhad Shirini

  DOI：10.1016/j.ultsonch.2012.07.013

  日期：2013.1

  Poly(4-vinylpyridinium) perchlorate, is a supported, recyclable, eco-benign catalyst for synthesis of substituted coumarins via Pechmann reaction using ultrasound irradiation at room temperature and neat condition in high yields with short reaction times. The catalyst was studied by FT-IR, X-ray diffraction, scanning electron microscope, thermo-gravimetric and energy dispersion X-ray analyses. All the products were extensively characterized by H-1 NMR, FT-IR, MS and melting point analyses. This methodology offers momentous improvements over various options for the synthesis of coumarins with regard to yield of products, simplicity in operation and green aspects by avoiding toxic catalysts and solvents. Further, the catalyst can be reused and recovered for several times without loss of activity. (C) 2012 Elsevier B.V. All rights reserved.
• NAGASAWA, KAZUO;KANBARA, HAJIME;MATSUSHITA, KAZUYA;ITO, KEIICHI, TETRAHEDRON LETT., 1985, 26, N 52, 6477-6480
  作者：NAGASAWA, KAZUO、KANBARA, HAJIME、MATSUSHITA, KAZUYA、ITO, KEIICHI

  DOI：——

  日期：——