3-(n-pentyl)dodeca-1,2-dien-4-ol | 624740-62-1

• 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: 3-(n-pentyl)dodeca-1,2-dien-4-ol
• 英文别名: 6-ethenylidenepentadecan-7-ol
• CAS: 624740-62-1
• 化学式: C₁₇H₃₂O
• 分子量: 252.44
• InChiKey: HSQAOZITBMAVSV-UHFFFAOYSA-N

物化性质

• 沸点：
  325.2±10.0 °C(Predicted)
• 密度：
  0.839±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  18.0
• 可旋转键数：
  12.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-(n-pentyl)dodeca-1,2-dien-4-ol 在 草酰氯 、 potassium carbonate 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 48.67h， 生成 3-(ethoxycarbonyl)-4-methyl-5-pentyl-6-octyl-2-pyranone
  参考文献：
  名称：

  Studies on K₂CO₃-Catalyzed 1,4-Addition of 1,2-Allenic Ketones with Diethyl Malonate:  Controlled Selective Synthesis of β,γ-Unsaturated Enones and α-Pyrones

  摘要：

  The K2CO3 (10 mol %)-catalyzed 1,4-addition reaction of diethyl malonate with various substituted 1,2-allenic ketones leading to polyfunctionalized beta,gamma-unsaturated enones 3 or 4 was studied. With 3-unsubstituted 1-substituted-1,2-allenyl ketones, the highly selective formation of beta,gamma-unsaturated enones 4 was observed; with 1,2-allenyl ketones bearing one or two 3-substituents in the allenyl group, only beta,gamma-unsaturated enones 3 with an immigrated carbon-carbon double bond were produced; with 3-monosubstituted-1,2-allenyl ketones Z-beta,gamma-unsaturated enones 3 were formed with excellent stereoselectivity (E:Z > 96:4); with propadienyl ketones, mixtures of beta,gamma-unsaturated enones 3 and 4 were formed. alpha-Pyrone derivatives were synthesized via the K2CO3-catalyzed or -promoted reaction of 1,2-allenic ketones with diethyl malonate via a sequential Michael addition-carbon-carbon double bond migration-lactonization process.

  DOI：

  10.1021/jo034633i
• 作为产物：
  描述：

  壬醛 、 1-溴-2辛炔 在 sodium iodide 、 tin(ll) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 3-(n-pentyl)dodeca-1,2-dien-4-ol
  参考文献：
  名称：

  Studies on K₂CO₃-Catalyzed 1,4-Addition of 1,2-Allenic Ketones with Diethyl Malonate:  Controlled Selective Synthesis of β,γ-Unsaturated Enones and α-Pyrones

  摘要：

  The K2CO3 (10 mol %)-catalyzed 1,4-addition reaction of diethyl malonate with various substituted 1,2-allenic ketones leading to polyfunctionalized beta,gamma-unsaturated enones 3 or 4 was studied. With 3-unsubstituted 1-substituted-1,2-allenyl ketones, the highly selective formation of beta,gamma-unsaturated enones 4 was observed; with 1,2-allenyl ketones bearing one or two 3-substituents in the allenyl group, only beta,gamma-unsaturated enones 3 with an immigrated carbon-carbon double bond were produced; with 3-monosubstituted-1,2-allenyl ketones Z-beta,gamma-unsaturated enones 3 were formed with excellent stereoselectivity (E:Z > 96:4); with propadienyl ketones, mixtures of beta,gamma-unsaturated enones 3 and 4 were formed. alpha-Pyrone derivatives were synthesized via the K2CO3-catalyzed or -promoted reaction of 1,2-allenic ketones with diethyl malonate via a sequential Michael addition-carbon-carbon double bond migration-lactonization process.

  DOI：

  10.1021/jo034633i

文献信息

• Efficient synthesis of 2,3-dihydro-1H-pyrazoles via a highly selective Pd(0)-catalyzed coupling-cyclization reaction of terminal 2-substituted 2,3-allenyl hydrazines with aryl iodides
  作者：Xin Cheng、Shengming Ma

  DOI：10.1039/b903634b

  日期：——

  2,3-dihydro-1H-pyrazoles were highly selectively synthesized via the Pd(0)-catalyzed coupling-cyclization reaction of 4-non-substituted 2-substituted 2,3-allenyl hydrazines with aryl iodides in moderate to good yields.

  通过4-非取代的2-取代的2,3-烯丙基肼与芳基碘化物的Pd（0）催化的偶联-环化反应，以中等至良好的产率高度选择性地合成了2,3-二氢-1H-吡唑。