4-Hydroxy-5,5-dimethyl-nona-6,7-dien-2-ynoic acid ethyl ester | 851191-87-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-Hydroxy-5,5-dimethyl-nona-6,7-dien-2-ynoic acid ethyl ester
• CAS: 851191-87-2
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: SNYAHKODDCWVBI-UHFFFAOYSA-N

物化性质

• 沸点：
  341.8±32.0 °C(Predicted)
• 密度：
  1.009±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯硼酸 、 4-Hydroxy-5,5-dimethyl-nona-6,7-dien-2-ynoic acid ethyl ester 在 palladium diacetate 三叔丁基膦 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 4.0h， 以71%的产率得到[6-Hydroxy-2,5,5-trimethyl-3-phenyl-cyclohex-3-en-(E)-ylidene]-acetic acid ethyl ester
  参考文献：
  名称：

  Unprecedented carbocyclization of 1,6-allenynes on addition of organoboronic acids under Pd-catalysis

  摘要：

  In contrast to the ene behavior of allenes in Pauson-Khand reactions and other cyclization reactions, 1,6-allenynes undergo unprecedented carbocyclization followed by regioselective addition of organoboronic acids in the presence of Pd(OAc)(2) and tri-t-butyl phosphine under mild reaction conditions. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.020
• 作为产物：
  描述：

  2,2-dimethylhexa-3,4-dienal 、 丙炔酸乙酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 4-Hydroxy-5,5-dimethyl-nona-6,7-dien-2-ynoic acid ethyl ester
  参考文献：
  名称：

  Unprecedented carbocyclization of 1,6-allenynes on addition of organoboronic acids under Pd-catalysis

  摘要：

  In contrast to the ene behavior of allenes in Pauson-Khand reactions and other cyclization reactions, 1,6-allenynes undergo unprecedented carbocyclization followed by regioselective addition of organoboronic acids in the presence of Pd(OAc)(2) and tri-t-butyl phosphine under mild reaction conditions. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.020

文献信息

• The exclusive formation of cyclopentenones from molybdenum hexacarbonyl-catalyzed Pauson–Khand reactions of 5-allenyl-1-ynes
  作者：Arun Kumar Gupta、Dai In Park、Chang Ho Oh

  DOI：10.1016/j.tetlet.2005.04.071

  日期：2005.6

  The exclusive formation of cyclopentenones (via path B) was observed in molybdenum hexacarbonyl (10 mol %) catalyzed Pauson–Khand reactions of 1,6-allenynes under 1 atm of CO (balloon) without any substitutent effect.

  在六羰基钼（10摩尔％）催化的1，6-炔烃在1个大气压的CO（气球）下的Pauson-Khand反应中观察到了环戊烯酮的独家形成（通过路径B），没有任何取代作用。
• Unprecedented carbocyclization of 1,6-allenynes on addition of organoboronic acids under Pd-catalysis
  作者：Arun Kumar Gupta、Chul Yun Rhim、Chang Ho Oh

  DOI：10.1016/j.tetlet.2005.02.020

  日期：2005.3

  In contrast to the ene behavior of allenes in Pauson-Khand reactions and other cyclization reactions, 1,6-allenynes undergo unprecedented carbocyclization followed by regioselective addition of organoboronic acids in the presence of Pd(OAc)(2) and tri-t-butyl phosphine under mild reaction conditions. (c) 2005 Elsevier Ltd. All rights reserved.