α-(o-Methoxyphenoxy)acetosyringon | 18167-90-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-(o-Methoxyphenoxy)acetosyringon
• 英文别名: 1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(2'-methoxyphenoxy)-1-ethanone；1-(4-Hydroxy-3,5-dimethoxyphenyl)-2-(2-methoxyphenoxy)ethanone
• CAS: 18167-90-3
• 化学式: C₁₇H₁₈O₆
• 分子量: 318.326
• InChiKey: XMACEYKMZHKLHP-UHFFFAOYSA-N

物化性质

• 熔点：
  85–86°C
• 沸点：
  499.0±45.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  α-(o-Methoxyphenoxy)acetosyringon 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以194.1 mg的产率得到4-(1-hydroxy-2-(2-methoxyphenoxy)ethyl)-2,6-dimethoxyphenol
  参考文献：
  名称：

  Efficient Cobalt-Catalyzed Oxidative Conversion of Lignin Models to Benzoquinones

  摘要：

  Phenolic lignin model monomers and dimers representing the primary substructural units of lignin were successfully oxidized to benzoquinones in high yield with molecular oxygen using new Co-Schiff base catalysts bearing a bulky heterocyclic nitrogen base as a substituent. This is the first example of a catalytic system able to convert both S and G lignin model phenols in high yield, a process necessary for effective use of lignin as a chemical feedstock.

  DOI：

  10.1021/ol401065r
• 作为产物：
  描述：

  2-溴-1-(3,4,5-三甲氧基苯基)乙酮 在 aluminum (III) chloride 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 α-(o-Methoxyphenoxy)acetosyringon
  参考文献：
  名称：

  Efficient Cobalt-Catalyzed Oxidative Conversion of Lignin Models to Benzoquinones

  摘要：

  Phenolic lignin model monomers and dimers representing the primary substructural units of lignin were successfully oxidized to benzoquinones in high yield with molecular oxygen using new Co-Schiff base catalysts bearing a bulky heterocyclic nitrogen base as a substituent. This is the first example of a catalytic system able to convert both S and G lignin model phenols in high yield, a process necessary for effective use of lignin as a chemical feedstock.

  DOI：

  10.1021/ol401065r

文献信息

• On the Reactions of Two Fungal Laccases Differing in Their Redox Potential with Lignin Model Compounds: Products and Their Rate of Formation
  作者：Maarit Lahtinen、Kristiina Kruus、Petri Heinonen、Jussi Sipilä

  DOI：10.1021/jf901511k

  日期：2009.9.23

  Laccases (EC 1.10.3.2) are multicopper oxidases able to oxidize phenolic compounds such as lignin-related polyphenols. Since the discovery that so-called mediators effectively extend the family of laccase substrates, direct interactions between lignin-like materials and laccase have gained much less attention. In this work, the aim was to characterize oxidation products formed in direct laccase-catalyzed oxidation of different guaiacylic and syringylic lignin model compounds with two different laccases: a low redox potential Melanocarpus albomyces laccase and a high redox potential Trametes hirsuta laccase. By following the formation of different, mainly biphenylic (5-5) and benzylic oxidation products, it was found that although both of these enzymes generated practically the same pattern of products with particular types of syringyl and guaiacyl compounds, in some cases a clear difference in the rates of their formation was observed. The results also confirm further to the suggestions that syringylic compounds are able to act as mediators in their own oxidation reactions and also that in some instances acetylation of phenolic material may produce altered, unexpected structures.
• HAUTEVILLE M.; DUCLOS-JORDAN M. C., HOLZFORSCHUNG, 40,(1986) N 5, 293-298
  作者：HAUTEVILLE M.、 DUCLOS-JORDAN M. C.

  DOI：——

  日期：——