1-(4'-ethoxy-3'-methoxyphenyl)ethanol | 1048917-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4'-ethoxy-3'-methoxyphenyl)ethanol
• 英文别名: 1-(4-Ethoxy-3-methoxyphenyl)ethanol
• CAS: 1048917-96-9
• 化学式: C₁₁H₁₆O₃
• 分子量: 196.246
• InChiKey: ZVNAREYEWGELKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4'-ethoxy-3'-methoxyphenyl)ethanol 在 2,6-二甲基吡啶 、 2,2,6,6-四甲基哌啶氧化物 、 lithium perchlorate 作用下， 以 水 、 乙腈 为溶剂， 以60.2%的产率得到1-(4-乙氧基-3-甲氧基苯基)乙酮
  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
• 作为产物：
  描述：

  1-(4-乙氧基-3-甲氧基苯基)乙酮 生成 1-(4'-ethoxy-3'-methoxyphenyl)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：

文献信息

• Photophysics and photochemistry of a lignin model molecule containing α-carbonyl guaiacyl and 4-hydroxy-3-methoxybenzyl alcohol moieties
  作者：Alain Castellan、Stéphane Grelier、Larbi Kessab、Aziz Nourmamode、Yacine Hannachi

  DOI：10.1039/p29960001131

  日期：——

  representing the two ends. They show that in non-polar and very good hydrogen donor solvents there is interaction between the excited carbonyl and the phenolic group, the chain probably being in a folded conformation. In alcoholic solvents and in HPC films, an intermolecular interaction between the carbonyl chromophore and the hydroxy group of the solvent was observed, the hexamethylene chain being in an extended

  木质素模型分子（DCOOH），包含一个α-羰基愈创木脂部分和一个通过n连接的4-羟基-3-甲氧基苄醇部分正己烷链，已经合成。与代表两端的模型相比，在室温和77 K下研究了基态和激发态（快速光解）的电子吸收光谱以及稀溶液（酒精和烷烃）和羟丙基纤维素（HPC）膜中的发光性质。 。他们表明，在非极性和非常好的氢供体溶剂中，激发的羰基和酚基之间存在相互作用，该链可能处于折叠构象。在醇溶剂和HPC膜中，观察到羰基发色团和溶剂羟基之间的分子间相互作用，六亚甲基链处于延伸构象。紫外线照射在HPC薄膜中的二聚体和羰基单体，表现出相似的反应性，似乎涉及通过激发态羰基从周围介质中吸收分子间氢。发现羰基衍生物在异丙醇和四氢呋喃（THF）中的反应性与薄膜所观察到的相似。在THF中，分离并表征了羰基单体（MCOET）和四氢呋喃之间的两个异构体光加合物。在烷烃溶剂中，节食剂的紫外线辐射会导致在长波长范围内出现新的谱带
• HASSI, H. Y.;AOYAMA, M.;TAI, D.;CHEN, C. -L.;GRATZL, J. S., J. WOOD CHEM. AND TECHNOL., 7,(1987) N 4, 555-581
  作者：HASSI, H. Y.、AOYAMA, M.、TAI, D.、CHEN, C. -L.、GRATZL, J. S.

  DOI：——

  日期：——
• Comparison of a series of laccase mediators in the electro-oxidation reactions of non-phenolic lignin model compounds
  作者：Takumi Shiraishi、Yumi Sannami、Hiroshi Kamitakahara、Toshiyuki Takano

  DOI：10.1016/j.electacta.2013.05.112

  日期：2013.9

  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.