exo-2-chloro-7-oxabicyclo<2.2.1>hept-5-ene-2-carbonitrile | 79901-91-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: exo-2-chloro-7-oxabicyclo<2.2.1>hept-5-ene-2-carbonitrile
• 英文别名: exo-2-chloro-7-oxabicyclo[2.2.1]hept-5-ene-2-carbonitrile；(1R,2R,4R)-2-chloro-7-oxabicyclo[2.2.1]hept-5-ene-2-carbonitrile
• CAS: 79901-91-0；79901-96-5；84120-95-6；84120-96-7；84752-04-5
• 化学式: C₇H₆ClNO
• 分子量: 155.584
• InChiKey: PPXCEQHKPHIUJU-RRKCRQDMSA-N

物化性质

• 沸点：
  297.7±40.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  呋喃 、 2-氯丙烯腈 在 五氯化铌 作用下， 反应 2.0h， 以60%的产率得到
  参考文献：
  名称：

  Niobium(V) Chloride as Catalyst in Diels-Alder Reaction of Furan Ring

  摘要：

  According to the relevant literature, the Diels-Alder reaction of furan without a catalyst can last several weeks and shows a low yield due to the diene's low reactivity. The use of Lewis acid catalysts or high pressures is described as an effective method for improving the reaction yields. This paper describes our recent study on the use of niobium pentachloride as the catalyst in Diels-Alder reactions between furan and several reactive dienophiles, among which methyl acrylate showed good yields, especially at lower temperatures. Other dienophiles have shown lower yields because of problems such as byproduct formation and the high reversibility of the reaction.

  DOI：

  10.5935/0103-5053.20140052

文献信息

• Kotsuki, Hiyoshizo; Nishizawa, Hitoshi, Heterocycles, 1981, vol. 16, # 8, p. 1287 - 1290
  作者：Kotsuki, Hiyoshizo、Nishizawa, Hitoshi

  DOI：——

  日期：——
• Moursounidis, John; Wege, Dieter, Australian Journal of Chemistry, 1983, vol. 36, # 12, p. 2473 - 2482
  作者：Moursounidis, John、Wege, Dieter

  DOI：——

  日期：——
• Niobium(V) Chloride as Catalyst in Diels-Alder Reaction of Furan Ring
  作者：Deborah A. dos Santos、Ludmila R. Rodrigues、Bruno H. Arpini、Valdemar Lacerda Junior、Sandro J. Greco、Reginaldo B. dos Santos、Álvaro Cunha Neto、Wanderson Romão、Eustaquio V. R. de Castro

  DOI：10.5935/0103-5053.20140052

  日期：——

  According to the relevant literature, the Diels-Alder reaction of furan without a catalyst can last several weeks and shows a low yield due to the diene's low reactivity. The use of Lewis acid catalysts or high pressures is described as an effective method for improving the reaction yields. This paper describes our recent study on the use of niobium pentachloride as the catalyst in Diels-Alder reactions between furan and several reactive dienophiles, among which methyl acrylate showed good yields, especially at lower temperatures. Other dienophiles have shown lower yields because of problems such as byproduct formation and the high reversibility of the reaction.