非2-烯-4-炔酸丁酯 | 1041003-21-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 非2-烯-4-炔酸丁酯
• 英文名称: non-2-en-4-ynoic acid butyl ester
• 英文别名: butyl (E)-non-2-en-4-ynoate
• CAS: 1041003-21-7
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: CSKZLLFYMMTOKY-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-己烯 在 四丁基溴化铵 、 碘 、 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 5.0h， 生成 非2-烯-4-炔酸丁酯
  参考文献：
  名称：

  Synthesis of substituted acetylenes, aryl–alkyl ethers, 2-alkene-4-ynoates and nitriles using heterogeneous mesoporous Pd-MCM-48 as reusable catalyst

  摘要：

  Pd-MCM-48 has been employed as a heterogeneous catalyst for the synthesis of substituted acetylenes via Sonogashira reactions under copper and amine-free reaction conditions. In addition, the catalyst exhibited excellent regioselectivity for primary alcohols towards C-O coupling leading to formation of alkyl aryl ethers in high yields. A green procedure for the stereoselective synthesis of 2-alkene-4-ynoates and nitriles from the reactions of vic-(E)-diiodoalkenes with activated alkenes has also been demonstrated using Pd-MCM-48 catalyst. The catalyst was easily recovered from the reaction mixture by filtration and reused for at least six times with minimal loss of activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.132

文献信息

• Hydroxyapatite-Supported Palladium-Catalyzed Efficient Synthesis of (<i>E</i>)-2-Alkene-4-ynecarboxylic Esters. Intense Fluorescene Emission of Selected Compounds
  作者：Brindaban C. Ranu、Laksmikanta Adak、Kalicharan Chattopadhyay

  DOI：10.1021/jo800209z

  日期：2008.7.1

  A simple procedure for the synthesis of substituted (E)-2-alkene-4-ynecarboxylic esters has been achieved using hydroxyapatite-supported palladium as efficient catalyst surface. The catalyst is recycled, and the turnover number (TON) based on Pd is 16000. A naphthyl-substituted derivative gives very intense fluorescence emission.
• Synthesis of substituted acetylenes, aryl–alkyl ethers, 2-alkene-4-ynoates and nitriles using heterogeneous mesoporous Pd-MCM-48 as reusable catalyst
  作者：Subhash Banerjee、Hari Khatri、Vagulejan Balasanthiran、Ranjit T. Koodali、Grigoriy Sereda

  DOI：10.1016/j.tet.2011.05.132

  日期：2011.8

  Pd-MCM-48 has been employed as a heterogeneous catalyst for the synthesis of substituted acetylenes via Sonogashira reactions under copper and amine-free reaction conditions. In addition, the catalyst exhibited excellent regioselectivity for primary alcohols towards C-O coupling leading to formation of alkyl aryl ethers in high yields. A green procedure for the stereoselective synthesis of 2-alkene-4-ynoates and nitriles from the reactions of vic-(E)-diiodoalkenes with activated alkenes has also been demonstrated using Pd-MCM-48 catalyst. The catalyst was easily recovered from the reaction mixture by filtration and reused for at least six times with minimal loss of activity. (C) 2011 Elsevier Ltd. All rights reserved.