4-(6-methylhept-5-en-2-yl)benzonitrile | 186350-77-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-(6-methylhept-5-en-2-yl)benzonitrile
• CAS: 186350-77-6
• 化学式: C₁₅H₁₉N
• 分子量: 213.323
• InChiKey: PBSATMBCUPSJMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(6-methylhept-5-en-2-yl)benzonitrile 在 二异丁基氢化铝 作用下， 以 正己烷 为溶剂， 以81%的产率得到ar-curcumen-15-al
  参考文献：
  名称：

  Synthesis ofrac-ar-Curcumen-15-al

  摘要：

  AbstractStarting from p‐tolunitrile (4) via alkylation with the bromoacetal 12 (→ 8), and with MeI (→ 9), hydrolysis to 10, Wittig reaction (→ 7) and DIBAH reduction, the rac‐ar‐curcumen‐15‐al (2) was obtained. The cumin‐like, citrus odor of rac‐2 is similar to that of the isolated (−)‐2.

  DOI：

  10.1002/jlac.199719970125
• 作为产物：
  描述：

  4-[4-(1,3-dioxolan-2-yl)but-2-yl]benzonitrile 在 正丁基锂 、 水 、 4-甲基苯磺酸吡啶 作用下， 以 丙酮 为溶剂， 反应 28.0h， 生成 4-(6-methylhept-5-en-2-yl)benzonitrile
  参考文献：
  名称：

  Synthesis ofrac-ar-Curcumen-15-al

  摘要：

  AbstractStarting from p‐tolunitrile (4) via alkylation with the bromoacetal 12 (→ 8), and with MeI (→ 9), hydrolysis to 10, Wittig reaction (→ 7) and DIBAH reduction, the rac‐ar‐curcumen‐15‐al (2) was obtained. The cumin‐like, citrus odor of rac‐2 is similar to that of the isolated (−)‐2.

  DOI：

  10.1002/jlac.199719970125

文献信息

• Radical-Based C−C Bond-Forming Processes Enabled by the Photoexcitation of 4-Alkyl-1,4-dihydropyridines
  作者：Luca Buzzetti、Alexis Prieto、Sudipta Raha Roy、Paolo Melchiorre

  DOI：10.1002/anie.201709571

  日期：2017.11.20

  diode transforms them into strong reducing agents that can activate reagents through single-electron transfer while undergoing homolytic cleavage to generate alkyl radicals. This process was used to trigger radical-based C−C bond-forming processes, including nickel-catalyzed cross-coupling reactions.

  由光驱动：4-烷基-1,4-二氢吡啶1主要理解为处于基态的氢化物源。用紫罗兰色发光二极管激发将其转化为强还原剂，该还原剂可通过单电子转移激活试剂，同时进行均相裂解以生成烷基。此过程用于触发基于自由基的C-C键形成过程，包括镍催化的交叉偶联反应。
• Synthesis ofrac-ar-Curcumen-15-al
  作者：Peter Weyerstahl、Volker Schlicht

  DOI：10.1002/jlac.199719970125

  日期：1997.1

  AbstractStarting from p‐tolunitrile (4) via alkylation with the bromoacetal 12 (→ 8), and with MeI (→ 9), hydrolysis to 10, Wittig reaction (→ 7) and DIBAH reduction, the rac‐ar‐curcumen‐15‐al (2) was obtained. The cumin‐like, citrus odor of rac‐2 is similar to that of the isolated (−)‐2.