(E)-3-(4-trimethylsiloxy-3-methoxyphenyl)acrylic acid trimethylsilyl ester | 67460-51-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(4-trimethylsiloxy-3-methoxyphenyl)acrylic acid trimethylsilyl ester
• 英文别名: trimethylsilyl 3-methoxy-4-(trimethylsilyloxy)cinnamate；bis-trimethylsilyl trans-ferulic acid；cinnamic acid, 3-methoxy-4-(trimethylsiloxy)-, trimethylsilyl ester；Di(trimethylsilyl)ferulinsaeure；2-Propenoic acid, 3-[3-methoxy-4-[(trimethylsilyl)oxy]phenyl]-, trimethylsilyl ester；trimethylsilyl (E)-3-(3-methoxy-4-trimethylsilyloxyphenyl)prop-2-enoate
• CAS: 67460-51-9
• 化学式: C₁₆H₂₆O₄Si₂
• 分子量: 338.551
• InChiKey: UQBSUVIBJIXFQT-PKNBQFBNSA-N

物化性质

• 沸点：
  359.9±42.0 °C(Predicted)
• 密度：
  1.007±0.06 g/cm3(Predicted)
• 保留指数：
  2077;2076;2099.7;2077.1

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,O-双三甲硅基乙酰胺 、 阿魏酸 以 乙腈 为溶剂， 反应 2.0h， 生成 (E)-3-(4-trimethylsiloxy-3-methoxyphenyl)acrylic acid trimethylsilyl ester
  参考文献：
  名称：

  通过甲硅烷基化和 29Si NMR 光谱表征植物材料中的多酚——通过 29Si,13C 自旋-自旋偶联进行谱线分配

  摘要：

  由于没有与甲硅烷基外的质子偶联，因此很难确定甲硅烷基化多酚和一些其他化合物的 29Si NMR 谱线。分配可以通过小的 nJ(29Si, 13C) 耦合 (n > 1) 得出。使用先前描述的方法测量这些偶联，这里展示了三甲基甲硅烷基化酚的三个例子的分配程序：7-羟基黄酮、阿魏酸和槲皮素。在某些情况下，该程序可用于识别与甲硅烷氧基相连的碳原子。版权所有 © 2005 John Wiley & Sons, Ltd.

  DOI：

  10.1002/mrc.1638

文献信息

• Reactivity of Ferulic Acid and Its Derivatives toward Hydrogen Peroxide and Peracetic Acid
  作者：George X. Pan、Liam Spencer、Gordon J. Leary

  DOI：10.1021/jf9902494

  日期：1999.8.1

  isomerization that possibly involved a radical mechanism but did not cause bond cleavage. The peracetic acid reaction increased the rate of trans-cis isomerization and was also accompanied by a minor cleavage of the side chain. Esterification did not have a substantial effect on the reactivity of ferulic acid, but 4-O-etherification significantly stabilized it against these two oxidants. By contrast

  研究了阿魏酸及其衍生物与过氧化氢和过氧乙酸在木质素保持漂白条件下的反应，以确定它们对氧化降解的敏感性。阿魏酸及其醚化或酯化衍生物的共轭侧链显示相当稳定，尤其是对过氧化氢。主要反应是反式-顺式异构化，可能涉及自由基机理，但未引起键断裂。过乙酸反应增加了反式-顺式异构化的速率，并且还伴随有侧链的少量裂解。酯化对阿魏酸的反应性没有实质性影响，但是4-O-醚化显着稳定了它对这两种氧化剂的抵抗力。相比之下，
• Schraml, Jan; Past, Jaan; Puskar, Jueri, Collection of Czechoslovak Chemical Communications, 1987, vol. 52, # 8, p. 1985 - 1991
  作者：Schraml, Jan、Past, Jaan、Puskar, Jueri、Pehk, Tonis、Lippmaa, Endel、Brezny, Robert

  DOI：——

  日期：——
• Characterization of Phenolic Compounds in Rooibos Tea
  作者：Nicole Krafczyk、Marcus A. Glomb

  DOI：10.1021/jf703701n

  日期：2008.5.1

  Polyphenols present in rooibos, a popular herbal tea from Aspalathus linearis, were isolated in two steps. First, phenolic ingredients were separated by multilayer countercurrent chromatography (MLCCC). Preparative high-performance liquid chromatography (HPLC) was then applied to obtain pure flavonoids. The purity and identity of isolated compounds was confirmed by different NMR experiments, HPLC-diode array detector (DAD), or gas chromatography-mass spectrometry (GCMS) analysis. This strategy proved to be valid to isolate material in up to gram quantities and to verify known and previously not published polyphenol structures. In addition the chemistry of dihydrochalcones and related intermediates was studied. The dihydrochalcone aspalathin was oxidized to the corresponding flavanone-C-glycosides ((R)/(S)-eriodictyol-6-C-beta-D-glucopyranoside and (R)/(S)-eriodictyol-8-C-beta-D-glucopyranoside). Flavanone-6-C-beta-D-glucopyranosides were further degraded to flavones isoorientin and orientin.
• DAOLIO, SERGIO;BONSEMBIANTE, MARIO;BITTANTE, GIOVANNI;RAMANZIN, MAURIZIO;+, J. AGR. AND FOOD CHEM., 37,(1989) N, C. 970-974
  作者：DAOLIO, SERGIO、BONSEMBIANTE, MARIO、BITTANTE, GIOVANNI、RAMANZIN, MAURIZIO、+

  DOI：——

  日期：——
• MORVAI, MAGDOLNA;MOLNAR-PERL, IBOLYA, J. CHROMATOGR., 520,(1990) C. 201-207
  作者：MORVAI, MAGDOLNA、MOLNAR-PERL, IBOLYA

  DOI：——

  日期：——

表征谱图