3-(3-hydroxy-2,4,6-trimethylphenyl)propenoic acid | 1208983-43-0

• 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: 3-(3-hydroxy-2,4,6-trimethylphenyl)propenoic acid
• 英文别名: (E)-3-(3-hydroxy-2,4,6-trimethylphenyl)prop-2-enoic acid
• CAS: 1208983-43-0
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: BLVKUIJXRHMLLG-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4,6-三甲酚 、 丙炔酸 在 iron(III) chloride 、 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 、 三氟乙酸 为溶剂， 反应 15.0h， 生成 3-(3-hydroxy-2,4,6-trimethylphenyl)propenoic acid 、 3-(3-hydroxy-2,4,6-trimethylphenyl)propenoic acid
  参考文献：
  名称：

  Catalytic hydroarylation of alkynes with arenes in the presence of FeCl3 and AgOTf

  摘要：

  Hydroarylation of propiolic acids with various arenes in TFA proceeded efficiently in the presence of FeCl3/AgOTf catalyst system. In the case of electron-rich arenes, the iron-catalyzed hydroarylation gave cinnamic acids in moderate to high yields. The hydroarylation of phenylacetylene was observed but the catalyst was not effective under the same conditions. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.08.009

文献信息

• Iron(III)-catalyzed hydroarylation of propiolic acid with activated arenes
  作者：Takuya Hashimoto、Takayuki Izumi、Md. Shahajahan Kutubi、Tsugio Kitamura

  DOI：10.1016/j.tetlet.2009.11.130

  日期：2010.1

  FeCl3/AgOTf-catalyzed hydroarylation of propiolic acid with electron-rich arenes such as mesitylene, tetramethylbenzene, and pentamethylbenzene in trifluoroacetic acid proceeded to give 3-arylpropenoic acids in moderate to high yields. The same reactions with anisole and 1,4-dimethoxybenzene afforded double hydroarylation products, 3,3-diarylpropionic acids. (C) 2009 Elsevier Ltd. All rights reserved.
• Catalytic hydroarylation of alkynes with arenes in the presence of FeCl3 and AgOTf
  作者：Takuya Hashimoto、Shahajahan Kutubi、Takayuki Izumi、Ataur Rahman、Tsugio Kitamura

  DOI：10.1016/j.jorganchem.2010.08.009

  日期：2011.1

  Hydroarylation of propiolic acids with various arenes in TFA proceeded efficiently in the presence of FeCl3/AgOTf catalyst system. In the case of electron-rich arenes, the iron-catalyzed hydroarylation gave cinnamic acids in moderate to high yields. The hydroarylation of phenylacetylene was observed but the catalyst was not effective under the same conditions. (C) 2010 Elsevier B.V. All rights reserved.