2,6-dimethoxy-4-propylphenyl acetate | 22805-53-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 2,6-dimethoxy-4-propylphenyl acetate
• 英文别名: 2-acetoxy-1,3-dimethoxy-5-propyl-benzene；(2.6-Dimethoxy-4-propyl-phenyl)-acetat；Essigsaeure-(2.6-dimethoxy-4-propyl-phenylester)；2-Acetoxy-1,3-dimethoxy-5-propyl-benzol；(2,6-Dimethoxy-4-propylphenyl) acetate；(2,6-dimethoxy-4-propylphenyl) acetate
• CAS: 22805-53-4
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: WPXSQXSXKXJBBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  2,6-dimethoxy-4-propylphenyl acetate 在 氢氧化钾 、 硫酸 作用下， 生成 4,3'-diacetoxy-3,5,2',4'-tetramethoxy-6'-propyl-trans-chalcone
  参考文献：
  名称：

  Structural Aspects of the Color Reaction of Lignin with Strong Acid²

  摘要：

  DOI：

  10.1021/ja01131a038
• 作为产物：
  描述：

  4-烯丙基-2,6-二甲氧基苯酚 在 乙醇 、 colloid 、 钯 、 溶剂黄146 作用下， 生成 2,6-dimethoxy-4-propylphenyl acetate
  参考文献：
  名称：

  Mauthner, Journal fur praktische Chemie (Leipzig 1954), 1921, vol. <2> 102, p. 42

  摘要：

  DOI：

文献信息

• Selective Nickel‐Catalyzed Hydrodeacetoxylation of Aryl Acetates
  作者：Gilles De Smet、Xingfeng Bai、Carl Mensch、Sergey Sergeyev、Gwilherm Evano、Bert U. W. Maes

  DOI：10.1002/anie.202201751

  日期：2022.9.19

  Electron-rich aryl acetates derived from (renewable) phenolics were selectively reduced to the corresponding arenes using pinacolborane (HBpin) and a nickel-N-heterocyclic carbene (NHC) catalytic system in the green solvent dimethylcarbonate (DMC). The method is applicable to 4-propylguaiacyl acetate derived from pine wood.

  在绿色溶剂碳酸二甲酯 (DMC) 中，使用频哪醇硼烷 (HBpin) 和镍-N-杂环卡宾 (NHC) 催化体系，将衍生自（可再生）酚醛的富电子乙酸芳基酯选择性还原为相应的芳烃。该方法适用于松木衍生的乙酸4-丙基愈创木酯。
• Studies on Lignin and Related Compounds. LXXXIV. The High Pressure Hydrogenation of Maple Wood: Hydrol Lignin¹
  作者：Charles P. Brewer、Lloyd M. Cooke、Harold Hibbert

  DOI：10.1021/ja01181a018

  日期：1948.1
• On a possibility to reduce the ignition threshold for combustible mixtures by selective excitation of molecular vibrations in initial reagents
  作者：A. M. Starik、N. S. Titova

  DOI：10.1134/1.171692

  日期：2000.1
• Hofmann,A. W., Chemische Berichte, 1878, vol. 11, p. 333
  作者：Hofmann,A. W.

  DOI：——

  日期：——
• DFRC Method for Lignin Analysis. 1. New Method for β-Aryl Ether Cleavage:  Lignin Model Studies
  作者：Fachuang Lu、John Ralph

  DOI：10.1021/jf970539p

  日期：1997.12.1

  A new method for selective and efficient cleavage of arylglycerol-beta-aryl (beta-O-4) ether linkages in lignins is described and applied to several Lignin beta-ether models. The term "DFRC" was coined for derivatization followed by reductive cleavage. Derivatization, accompanied by cell wall solubilization, is accomplished with acetyl bromide (AcBr); reductive cleavage of resulting beta-bromo ethers utilizes zinc in acetic acid. Degradation monomers, 4-acetoxycinnamyl acetates, from beta-ether cleavage by the DFRC method were identified by NMR, CC-MS, and comparison of GC retention times with authentic compounds. Under the conditions used in this study, the beta-ether linkage of all models was cleaved in very high (> 92%) yield. The DFRC method produces simpler mixtures of monomers with higher yields than alternative hydrolytic methods. Because of its relative simplicity, mild conditions, and exceptional selectivity, this method should become a powerful analytical method for lignin characterization.