4-异丙基-5-甲氧基-2(5H)-呋喃酮 | 180576-33-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 中文名称: 4-异丙基-5-甲氧基-2(5H)-呋喃酮
• 中文别名: 吡啶,4-(1-吡咯烷基)-2-[(2S)-2-吡咯烷基甲基]-
• 英文名称: 4-isopropil-5-metoxi-2(5H)-furanona
• 英文别名: 4-Isopropyl-5-methoxyfuran-2(5H)-one；2-methoxy-3-propan-2-yl-2H-furan-5-one
• CAS: 180576-33-4
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: VLDGVLWAKQRMRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙烯 、 4-异丙基-5-甲氧基-2(5H)-呋喃酮 以 丙酮 为溶剂， 反应 8.0h， 生成 (1R,4S,5R)-5-Isopropyl-4-methoxy-3-oxa-bicyclo[3.2.0]heptan-2-one 、 (1R,4R,5R)-5-Isopropyl-4-methoxy-3-oxa-bicyclo[3.2.0]heptan-2-one
  参考文献：
  名称：

  Chiral induction in photochemical reactions - 15.

  摘要：

  The mechanism of the diastereoselection in the photosensitized [2 + 2]-cycloaddition reaction of ethylene to 5-alkoxy-2(5H)-furanones is investigated. The dependence of product ratio on the reaction temperature as well as on structural features of the enone system is measured. The structure dependent activation parameter differences (Delta Delta H-#, Delta Delta S-#) obtained by this method (modified Eyring plot) are used as a tool to characterize the stereoelectronic factors, which are responsible for the diastereoselection. In detail these factors involve: pyramidalization of the beta-carbon, homoanomeric effect, and the steric requirements of the alkoxy substituent in the relaxed ((3) pi pi*)-excited furanones.

  DOI：

  10.1016/s0040-4020(01)89419-9
• 作为产物：
  描述：

  以 乙醚 、 乙基苯 、 乙酸乙酯 、 乙腈 为溶剂， 反应 13.0h， 生成 4-异丙基-5-甲氧基-2(5H)-呋喃酮
  参考文献：
  名称：

  Farina, F.; Martin, M. V.; Soria, M. L., Anales de Quimica, 1995, vol. 91, # 1-2, p. 65 - 73

  摘要：

  DOI：

文献信息

• Farina, F.; Martin, M. V.; Soria, M. L., Anales de Quimica, 1995, vol. 91, # 1-2, p. 65 - 73
  作者：Farina, F.、Martin, M. V.、Soria, M. L.

  DOI：——

  日期：——
• Chiral induction in photochemical reactions - 15.
  作者：Norbert Hoffmann、Helmut Buschmann、Gerhard Raabe、Hans-Dieter Scharf

  DOI：10.1016/s0040-4020(01)89419-9

  日期：1994.1

  The mechanism of the diastereoselection in the photosensitized [2 + 2]-cycloaddition reaction of ethylene to 5-alkoxy-2(5H)-furanones is investigated. The dependence of product ratio on the reaction temperature as well as on structural features of the enone system is measured. The structure dependent activation parameter differences (Delta Delta H-#, Delta Delta S-#) obtained by this method (modified Eyring plot) are used as a tool to characterize the stereoelectronic factors, which are responsible for the diastereoselection. In detail these factors involve: pyramidalization of the beta-carbon, homoanomeric effect, and the steric requirements of the alkoxy substituent in the relaxed ((3) pi pi*)-excited furanones.