2-<2-(2-propynyloxy)propyl>furan | 158502-89-7

• 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: 2-<2-(2-propynyloxy)propyl>furan
• 英文别名: 2-(2-prop-2-ynoxypropyl)furan
• CAS: 158502-89-7
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: OHOLPVWWKWFLQC-UHFFFAOYSA-N

物化性质

• 沸点：
  224.1±20.0 °C(predicted)
• 密度：
  1.016±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  12.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  22.37
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-<2-(2-propynyloxy)propyl>furan 以90%的产率得到
  参考文献：
  名称：

  Wu Hsien-Jen, Lin Shie-Hsiung, Lin Chu-Chung, Heterocycles, 38 (1994) N 7, S 1507-1518

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 3-(2-propynyloxy)butanoate 在 双(乙腈)氯化钯(II) 作用下， 以 乙醚 、 氘代乙腈 为溶剂， 生成 2-<2-(2-propynyloxy)propyl>furan
  参考文献：
  名称：

  Stephen; Hashmi; Schwarz, Lothar, Chemische Berichte, 1997, vol. 130, # 10, p. 1449 - 1456

  摘要：

  DOI：

文献信息

• Intramolecular Diels-Alder Reaction of Furans with Allenyl Ethers: High Effect of the Chain Length on the Structure and Reactivity of the Cycloadducts
  作者：Hsien-Jen Wu、Shie-Hsiung Lin、Chu-Chung Lin

  DOI：10.3987/com-94-6675

  日期：——

  The structure and reactivity of the cycloadducts of the title reaction were found to be highly dependent on the chain length between the furan diene and the allenyl ether dienophile. Reaction of the propargyl ether (2) with t-BuOK in t-BuOH at 85-degrees-C for 3 h gave a mixture of the cycloadducts (3) and (4) in 90% yield, which were transferred to the benzo derivatives (5), (6) and (7). Treatment of the propargyl ether (8) with t-BuoK in t-BuOH at 85-degrees-C for 5 h gave the products (9) and (10) in a ratio of 8:1 in 65% yield, no detectable amount of the cycloadduct (8b) was obtained. Refluxing of the propargyl ether (13) with t-BuOK in t-BuOH at 85-degrees-C for 4 h gave the allenyl ether (14). Heating 14 in DMSO at 15-degrees-C for 12 h still did not give 15.