3-methyl-2-(3-oxobutyl)thiophene | 161330-80-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3-methyl-2-(3-oxobutyl)thiophene
• 英文别名: 4-(3-methylthiophene-2-yl)butan-2-one；4-(3-methyl-2-thienyl)-2-butanone；4-(3-Methylthiophen-2-yl)butan-2-one
• CAS: 161330-80-9
• 化学式: C₉H₁₂OS
• 分子量: 168.26
• InChiKey: WJOQKGDEHMJAJV-UHFFFAOYSA-N

物化性质

• 沸点：
  246.7±25.0 °C(Predicted)
• 密度：
  1.064±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methyl-2-(3-oxobutyl)thiophene 在 对甲苯磺酸 作用下， 以 乙醚 、 苯 为溶剂， 反应 15.0h， 生成 Rose thiophene
  参考文献：
  名称：

  Dujardin, Gilles; Poirier, Jean-Marie, Bulletin de la Societe Chimique de France, 1994, vol. 131, p. 900 - 909

  摘要：

  DOI：
• 作为产物：
  描述：

  N-t-butyl-12-(3-methyl-2-thienyl)-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine 、 丁烯酮 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 作用下， 以 N-甲基吡咯烷酮 、 水 为溶剂， 反应 1.0h， 以79%的产率得到3-methyl-2-(3-oxobutyl)thiophene
  参考文献：
  名称：

  Rhodium-Catalyzed Conjugate Addition of Sb-Aryl-1,5-azastibocines to α,β-Unsaturated Carbonyl Compounds

  摘要：

  Rhodium-catalyzed conjugate addition of Sb-aryl-1,5-azastibocines to alpha,beta-unsaturated carbonyl compounds is described. The rhodium-catalyzed reaction was carried out in aqueous N-methy-2-pyrrolidinone (NMP) to give 1,4-conjugate adduct exclusively, while the palladium catalyzed reaction gave only Heck-type adduct. The 1,4-addition of various aryl groups such as substituted benzenes and thiophenes was achieved with various Crones and enoates.

  DOI：

  10.3987/com-08-s(f)113

文献信息

• Heterobimetallic Pd–Sn Catalysis: Michael Addition Reaction with C-, N-, O-, and S-Nucleophiles and in Situ Diagnostics
  作者：Debjit Das、Sanjay Pratihar、Sujit Roy

  DOI：10.1021/jo302643v

  日期：2013.3.15

  An efficient Michael addition reaction of differently substituted enones with carbon, sulfur, oxygen, and nitrogen nucleophiles has been achieved by a new heterobimetallic "Pd-Sn" catalyst system. The nature of the catalytically relevant species and their interactions with the enone moiety has been examined by spectroscopy. The effect of ligand and the coordination mode of enone with "Pd-Sn" heterobimetallic system have been investigated by kinetics and DFT studies. A straightforward application of this methodology is shown in the synthesis of 1,4-oxathiepane core.