3-methyl-5-propyl-2(5H)-furanone | 54439-35-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 3-methyl-5-propyl-2(5H)-furanone
• 英文别名: 2(5H)-Furanone, 3-methyl-5-propyl-；4-methyl-2-propyl-2H-furan-5-one
• CAS: 54439-35-9
• 化学式: C₈H₁₂O₂
• 分子量: 140.182
• InChiKey: ZRFXWQZTKYPDGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-庚烯-4-醇 在 四(三苯基膦)钯 碳酸氢钠 作用下， 以 xylene 为溶剂， 反应 16.0h， 生成 3-methyl-5-propyl-2(5H)-furanone
  参考文献：
  名称：

  钯催化均烯丙基氯甲酸酯的分子内碳烷氧基化反应合成不饱和丁内酯

  摘要：

  我们提出了一种新的制备α-亚甲基内酯的方法，该方法涉及钯（o）催化均烯丙基氯甲酸酯的环化反应。

  DOI：

  10.1016/s0040-4039(00)86228-0

文献信息

• A Good Bargain: An Inexpensive, Air-Stable Ruthenium Metathesis Catalyst Derived from α-Asarone
  作者：Karol Grela、Mikhail Kim

  DOI：10.1002/ejoc.200390151

  日期：2003.3

  The one-step synthesis of ruthenium carbene precatalyst 7 from inexpensive α-asarone [(E)-6] is described. This recyclable and easy to obtain complex can be used successfully in various types of metathesis (RCM, CM, enyne) as a cheaper and more potent substitute of the Hoveyda-type precatalyst 2b. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

  描述了从廉价的 α-细辛酮 [(E)-6] 一步合成钌卡宾预催化剂 7。这种可回收且易于获得的复合物可成功用于各种类型的复分解（RCM、CM、烯炔），作为 Hoveyda 型预催化剂 2b 的更便宜且更有效的替代品。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Nitro-Substituted Hoveyda−Grubbs Ruthenium Carbenes:  Enhancement of Catalyst Activity through Electronic Activation
  作者：Anna Michrowska、Robert Bujok、Syuzanna Harutyunyan、Volodymyr Sashuk、Grigory Dolgonos、Karol Grela

  DOI：10.1021/ja048794v

  日期：2004.8.1

  The design, synthesis, stability, and catalytic activity of nitro-substituted Hoveyda-Grubbs metathesis catalysts are described. The highly active and stable meta- and para-substituted complexes are attractive from a practical point of view. These catalysts operate in very mild conditions and can be successfully applied in various types of metathesis [ring-closing metathesis, cross-metathesis (CM), and enyne metathesis]. Although the presence of a NO2 group leads to catalysts that are dramatically more active than both the second-generation Grubbs's catalyst and the phosphine-free Hoveyda's carbene, enhancement of reactivity is somewhat lower than that observed for a sterically activated Hoveyda-Grubbs catalyst. Attempts to combine two modes of activation, steric and electronic, result in severely decreasing a catalyst's stability. The present findings illustrate that different Ru catalysts turned out to be optimal for different applications. Whereas phosphine-free carbenes are catalysts of choice for CM of various electron-deficient substrates, they exhibit lower reactivity in the formation of tetrasubstituted double bonds. This demonstrates that no single catalyst outperforms all others in all possible applications.
• A PS-DES immobilized ruthenium carbene: a robust and easily recyclable catalyst for olefin metathesis
  作者：Karol Grela、Mariusz Tryznowski、Michał Bieniek

  DOI：10.1016/s0040-4039(02)02283-9

  日期：2002.12

  The butyldietliylsilyl polystyrene (PS-DES) supported ruthenium carbene 7 is a robust, practical and easily recyclable catalyst for olefin metathesis of substituted olefins. (C) 2002 Published by Elsevier Science Ltd.
• CuCl-Catalyzed cycloisomerization reaction of 1,2-allenyl carboxylic acids. A cost-effective synthesis of β-unsubstituted butenolides
  作者：Shengming Ma、Zhanqian Yu、Shulin Wu

  DOI：10.1016/s0040-4020(00)01149-2

  日期：2001.2

  Fourteen examples of 2,3-butadienoic acids were synthesized according to the known procedures and their high-yielding CuCl-catalyzed cycloisomerization reaction to afford butenolides were described. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis of unsaturated butyrolactones by palladium catalyzed intramolecular carboalkoxylation of homoallylic chloroformates
  作者：Françoise Henin、Jean-Pierre Pete

  DOI：10.1016/s0040-4039(00)86228-0

  日期：1983.1

  We propose a new method for the preparation of α-methylene lactones involving the palladium (o) catalyzed cyclisation of homoallylic chloroformates .

  我们提出了一种新的制备α-亚甲基内酯的方法，该方法涉及钯（o）催化均烯丙基氯甲酸酯的环化反应。