alpha-Phenyl-beta-[3-thienyl]acrylic acid | 1309924-01-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: alpha-Phenyl-beta-[3-thienyl]acrylic acid
• 英文别名: (Z)-2-phenyl-3-thiophen-3-ylprop-2-enoic acid
• CAS: 1309924-01-3
• 化学式: C₁₃H₁₀O₂S
• 分子量: 230.287
• InChiKey: BOEJWSYPVRZTFQ-WQLSENKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  alpha-Phenyl-beta-[3-thienyl]acrylic acid 、 碘甲烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以92.3 mg的产率得到methyl (Z)-2-phenyl-3-(3-thienyl)acrylate
  参考文献：
  名称：

  Ru-Catalyzed C–H Arylation of Acrylic Acids with Aryl Bromides

  摘要：

  DOI：

  10.1021/acs.orglett.2c01043
• 作为产物：
  描述：

  2-苯基丙烯酸甲酯 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 水 、 triethylphosphonium tetrafluoroborate 、 lithium carbonate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 22.0h， 生成 alpha-Phenyl-beta-[3-thienyl]acrylic acid
  参考文献：
  名称：

  Ru-Catalyzed C–H Arylation of Acrylic Acids with Aryl Bromides

  摘要：

  DOI：

  10.1021/acs.orglett.2c01043

文献信息

• CH⋯S hydrogen bonds as the organising force in 2,3-thienyl- and phenyl- or 2,3-dithienyl-substituted propenoic acid aggregates studied by the combination of FT-IR spectroscopy and computations
  作者：K. Csankó、L. Illés、K. Felföldi、J.T. Kiss、P. Sipos、I. Pálinkó

  DOI：10.1016/j.molstruc.2010.09.033

  日期：2011.5

  Various propenoic acid stereoisomers 2,3-disubstituted with thienyl and/or phenyl groups were synthesised and their aggregation behaviour was studied both in solution and in the solid state by experimental (mid-range FT-IR spectroscopy) and computational (semiempirical and ab initio) methods. Experimental approach embraced the identification of potential hydrogen bonding sites through finding the relevant IR bands and monitoring their displacement upon increasing the acid concentration in solution and on going from solution to the solid state. In solution O-H center dot center dot center dot O hydrogen bonds were only found providing short-range ordering, while in the solid state C-H center dot center dot center dot S hydrogen bonds were identified. Hydrogen bonding sites could be assigned and relevant aggregate models could be built. Molecular modelling allowed obtaining good estimates for hydrogen bond lengths and angles and visualisation of the geometric arrangements. (C) 2010 Elsevier B.V. All rights reserved.
• Ru-Catalyzed C–H Arylation of Acrylic Acids with Aryl Bromides
  作者：Florian Belitz、Ann-Katrin Seitz、Jonas F. Goebel、Zhiyong Hu、Lukas J. Gooßen

  DOI：10.1021/acs.orglett.2c01043

  日期：2022.5.20