(E)-2-(methylthiomethoxy)non-4-en-3-one | 1268389-98-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: (E)-2-(methylthiomethoxy)non-4-en-3-one
• 英文别名: (E)-2-(methylsulfanylmethoxy)non-4-en-3-one
• CAS: 1268389-98-5
• 化学式: C₁₁H₂₀O₂S
• 分子量: 216.345
• InChiKey: FVRCZKINIOBGHF-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ((1,1-dimethoxypropan-2-yloxy)methyl)(methyl)sulfane 在 2,6-二甲基吡啶 、 三氟甲磺酸三甲基硅酯 、 [Rh(dppe)]ClO₄ 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 21.5h， 生成 (E)-2-(methylthiomethoxy)non-4-en-3-one
  参考文献：
  名称：

  O-Substituted Alkyl Aldehydes for Rhodium-Catalyzed Intermolecular Alkyne Hydroacylation: The Utility of Methylthiomethyl Ethers

  摘要：

  Combining a-methylthiomethyl (MTM) ether substituted aldehydes and 1-alkynes in the presence of [Rh(dppe)]CIO(4) results in efficient intermolecular alkyne hydroacylation to deliver alpha-O-MTM-substituted enone products. The product MTM ethers can be converted to the free hydroxyl group either in situ, by the addition of water to the completed reaction, or in a separate operation, by the action of silver nitrate.

  DOI：

  10.1021/ol1030662

文献信息

• <i>O</i>-Substituted Alkyl Aldehydes for Rhodium-Catalyzed Intermolecular Alkyne Hydroacylation: The Utility of Methylthiomethyl Ethers
  作者：Scott R. Parsons、Joel F. Hooper、Michael C. Willis

  DOI：10.1021/ol1030662

  日期：2011.3.4

  Combining a-methylthiomethyl (MTM) ether substituted aldehydes and 1-alkynes in the presence of [Rh(dppe)]CIO(4) results in efficient intermolecular alkyne hydroacylation to deliver alpha-O-MTM-substituted enone products. The product MTM ethers can be converted to the free hydroxyl group either in situ, by the addition of water to the completed reaction, or in a separate operation, by the action of silver nitrate.