1-(4-Ethoxy-3,5-dimethoxyphenyl)ethanone | 1380086-31-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-Ethoxy-3,5-dimethoxyphenyl)ethanone
• CAS: 1380086-31-6
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: WPFYZDBIIRTLGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-Ethoxy-3,5-dimethoxyphenyl)ethanone 生成 1-(4'-ethoxy-3',5'-dimethoxyphenyl)ethanol
  参考文献：
  名称：

  HASSI, H. Y.;AOYAMA, M.;TAI, D.;CHEN, C. -L.;GRATZL, J. S., J. WOOD CHEM. AND TECHNOL., 7,(1987) N 4, 555-581

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(4'-ethoxy-3',5'-dimethoxyphenyl)ethanol 在 2,6-二甲基吡啶 、 N-羟基邻苯二甲酰亚胺 、 lithium perchlorate 作用下， 以 水 、 乙腈 为溶剂， 以25.3%的产率得到1-(4-Ethoxy-3,5-dimethoxyphenyl)ethanone
  参考文献：
  名称：

  Comparison of a series of laccase mediators in the electro-oxidation reactions of non-phenolic lignin model compounds

  摘要：

  The electro-oxidations of non-phenolic lignin model compounds in an electrolytic mediator system (EMS) have been investigated with several laccase mediators, including N-hydroxyphthalimide (NHPI), 1-hydroxybenzotriazole (HBT), violuric acid (VLA), 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO), and 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonate) (ABTS), under the same reaction conditions. In the bulk electrolyses of the monomeric model compound [1-(4'-ethoxy-3'-methoxyphenyl)ethanol (1G)], oxidation with NHPI gave the corresponding C-alpha=O product (2G) in high yield, whereas the oxidations with HBT, VLA, and TEMPO afforded 2G in moderate yields. The highest reaction selectivity for the guaiacyl-units was found in the oxidation conducted in the presence of ABTS, although the yield was low. In the bulk electrolyses of the dimeric model compound [4-ethoxy-3-methoxyphenylglycerol-beta-guaiacyl ether (3G)], the oxidation with NHPI gave the corresponding C-alpha=O product (4G) in high yield, whereas the oxidations with HBT, VLA, and TEMPO gave 4G in low yields. In contrast, the oxidation with ABTS gave a C-alpha-C-beta, cleavage product (5G) in 5.5% yield. The selectivity of the mediators in the EMS reaction effectively reflected the mechanisms of their reactions, as reported for the laccase mediator system. NHPI was confirmed to be the best mediator in the present system for the selective C-alpha-carbonylation of the non-phenolic beta-O-4 structures in lignin. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2013.05.112