6-hexyl-3,6-dimethyl-5,6-dihydro-2H-pyran-2-one | 502848-73-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 6-hexyl-3,6-dimethyl-5,6-dihydro-2H-pyran-2-one
• 英文别名: 6-Hexyl-3,6-dimethyl-5,6-dihydro-2H-pyran-2-one；2-hexyl-2,5-dimethyl-3H-pyran-6-one
• CAS: 502848-73-9
• 化学式: C₁₃H₂₂O₂
• 分子量: 210.316
• InChiKey: HXWYHMDRKBXNRM-UHFFFAOYSA-N

物化性质

• 沸点：
  317.8±21.0 °C(Predicted)
• 密度：
  0.925±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 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：

  仲辛酮 在 butyldiethyl polystyrene-supported Ru carbene 、 poly(ethylene)-supported activated zinc 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 为溶剂， 反应 32.0h， 生成 6-hexyl-3,6-dimethyl-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  A PS-DES immobilized ruthenium carbene: a robust and easily recyclable catalyst for olefin metathesis

  摘要：

  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.

  DOI：

  10.1016/s0040-4039(02)02283-9

文献信息

• 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 Highly Efficient Ruthenium Catalyst for Metathesis Reactions
  作者：Karol Grela、Syuzanna Harutyunyan、Anna Michrowska

  DOI：10.1002/1521-3773(20021104)41:21<4038::aid-anie4038>3.0.co;2-0

  日期：2002.11.4