5,5-dimethyl-5,6-dihydro-4H-cyclopenta[b]thiophen-6-carbonitrile | 690656-62-3

• 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: 5,5-dimethyl-5,6-dihydro-4H-cyclopenta[b]thiophen-6-carbonitrile
• 英文别名: 5,5-Dimethyl-4,6-dihydrocyclopenta[b]thiophene-6-carbonitrile
• CAS: 690656-62-3
• 化学式: C₁₀H₁₁NS
• 分子量: 177.27
• InChiKey: CTFGXQZFSJRCDU-UHFFFAOYSA-N

物化性质

• 沸点：
  294.7±28.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,5-dimethyl-5,6-dihydro-4H-cyclopenta[b]thiophen-6-carbonitrile 在 sodium hydroxide 作用下， 以 乙二醇 为溶剂， 反应 3.0h， 以92%的产率得到5,5-二甲基-5,6-二氢-4H-环戊二烯并[b]噻吩-6-羧酸
  参考文献：
  名称：

  Cyclopenta[b]thiophene-alkyloxazolines: new nitrogen–sulfur hybrid ligands and their use in asymmetric palladium-catalyzed allylic alkylation

  摘要：

  New chiral nitrogen and sulfur containing hybrid ligands have been prepared and fully characterized. Their structure includes cyclopenta[b]tiophene and oxazoline moieties as sources of chirality. Their catalytic activity has been tested successfully in the Pd-allylic alkylation leading to enantioselectivities of up to 74% ee. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.036
• 作为产物：
  描述：

  5,5-Dimethyl-4,6-dihydrocyclopenta[b]thiophen-6-ol 在 吡啶 、 4-二甲氨基吡啶 、 三氟化硼乙醚 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 5,5-dimethyl-5,6-dihydro-4H-cyclopenta[b]thiophen-6-carbonitrile
  参考文献：
  名称：

  Cyclopenta[b]thiophene-alkyloxazolines: new nitrogen–sulfur hybrid ligands and their use in asymmetric palladium-catalyzed allylic alkylation

  摘要：

  New chiral nitrogen and sulfur containing hybrid ligands have been prepared and fully characterized. Their structure includes cyclopenta[b]tiophene and oxazoline moieties as sources of chirality. Their catalytic activity has been tested successfully in the Pd-allylic alkylation leading to enantioselectivities of up to 74% ee. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.036