(E)-α-(2-methoxyphenoxy)-3,4-dimethoxycinnamic acid | 92516-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-α-(2-methoxyphenoxy)-3,4-dimethoxycinnamic acid
• 英文别名: α-(2-methoxyphenoxy)-3,4-dimethoxycinnamic acid；α-(2-Methoxyphenoxy)-3.4-dimethoxyzimtsaeure；(E)-3-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)prop-2-enoic acid
• CAS: 92516-95-5
• 化学式: C₁₈H₁₈O₆
• 分子量: 330.337
• InChiKey: XTVRPCSTKTUXKP-GZTJUZNOSA-N

物化性质

• 沸点：
  505.1±50.0 °C(Predicted)
• 密度：
  1.245±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-α-(2-methoxyphenoxy)-3,4-dimethoxycinnamic acid 在 盐酸 、 copper chromite 作用下， 以 1,4-二氧六环 、 喹啉 、 水 为溶剂， 生成 2-(3',4'-dimethoxyphenyl)-6,7-dimethoxynaphthalene
  参考文献：
  名称：

  Brunow, Goesta; Lundquist, Knut, Acta chemica Scandinavica. Series B. Organic chemistry and biochemistry, 1984, vol. 38, # 4, p. 323 - 326

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-α-(2-methoxyphenoxy)-3,4-dimethoxycinnamic acid 以 乙醇 为溶剂， 反应 3.0h， 以84 mg的产率得到(E)-α-(2-methoxyphenoxy)-3,4-dimethoxycinnamic acid
  参考文献：
  名称：

  Brunow, Goesta; Lundquist, Knut, Acta chemica Scandinavica. Series B. Organic chemistry and biochemistry, 1984, vol. 38, # 4, p. 323 - 326

  摘要：

  DOI：

文献信息

• Polycarboxylated compounds and compositions containing same
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US11028235B2

  公开（公告）日：2021-06-08

  Methods of selectively modifying lignin, polycarboxylated products thereof, and methods of deriving aromatic compounds therefrom. The methods comprise electrochemically oxidizing lignin using stable nitroxyl radicals to selectively oxidize primary hydroxyls on β-O-4 phenylpropanoid units to corresponding carboxylic acids while leaving the secondary hydroxyls unchanged. The oxidation results in polycarboxylated lignin in the form of a polymeric β-hydroxy acid. The polymeric β-hydroxy acid has a high loading of carboxylic acid and can be isolated in acid form, deprotonated, and/or converted to a salt. The β-hydroxy acid, anion, or salt can also be subjected to acidolysis to generate various aromatic monomers or oligomers. The initial oxidation of lignin to the polycarboxylated form renders the lignin more susceptible to acidolysis and thereby enhances the yield of aromatic monomers and oligomers obtained through acidolysis.

  选择性修改木质素的方法，其聚羧酸产物，以及从中获得芳香化合物的方法。该方法包括使用稳定的亚硝基自由基电化学氧化木质素，以选择性氧化β-O-4苯丙烯醇单元上的主要羟基为相应的羧酸，同时保持次要羟基不变。氧化结果形成聚羧酸木质素，以聚合物β-羟基酸的形式存在。聚合物β-羟基酸具有高负载的羧酸，可以以酸形式分离，去质子化和/或转化为盐。β-羟基酸，阴离子或盐也可以经过酸解来生成各种芳香单体或寡聚体。将木质素最初氧化为聚羧酸形式使木质素更易受到酸解的影响，从而增加通过酸解获得的芳香单体和寡聚体的产量。
• Ahvonen, Toivo; Brunow, Goesta; Kristersson, Per, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1983, vol. 37, # 9, p. 845 - 850
  作者：Ahvonen, Toivo、Brunow, Goesta、Kristersson, Per、Lundquist, Knut

  DOI：——

  日期：——
• Lundquist,K.; Remmerth,S., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1975, vol. 29, p. 276 - 278
  作者：Lundquist,K.、Remmerth,S.

  DOI：——

  日期：——
• BRUNOW, GOSTA;SIPILA, JUSSI;LUNDQUIST, KNUT;VON, UNGE SVERKER, CELLUL. CHEM. AND TECHNOL., 22,(1988) N 2, C. 191-199
  作者：BRUNOW, GOSTA、SIPILA, JUSSI、LUNDQUIST, KNUT、VON, UNGE SVERKER

  DOI：——

  日期：——
• NITROXYL-MEDIATED OXIDATION OF LIGNIN AND POLYCARBOXYLATED PRODUCTS
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US20170342574A1

  公开（公告）日：2017-11-30

  Methods of selectively modifying lignin, polycarboxylated products thereof, and methods of deriving aromatic compounds therefrom. The methods comprise electrochemically oxidizing lignin using stable nitroxyl radicals to selectively oxidize primary hydroxyls on β-O-4 phenylpropanoid units to corresponding carboxylic acids while leaving the secondary hydroxyls unchanged. The oxidation results in polycarboxylated lignin in the form of a polymeric β-hydroxy acid. The polymeric β-hydroxy acid has a high loading of carboxylic acid and can be isolated in acid form, deprotonated, and/or converted to a salt. The β-hydroxy acid, anion, or salt can also be subjected to acidolysis to generate various aromatic monomers or oligomers. The initial oxidation of lignin to the polycarboxylated form renders the lignin more susceptible to acidolysis and thereby enhances the yield of aromatic monomers and oligomers obtained through acidolysis.