2,4-二甲基戊-3-烯-2-基(三甲基)锡烷 | 141806-96-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 中文名称: 2,4-二甲基戊-3-烯-2-基(三甲基)锡烷
• 英文名称: 4-(trimethylstannyl)-2,4-dimethyl-2-pentene
• 英文别名: (2,4-Dimethylpent-3-en-2-yl)(trimethyl)stannane；2,4-dimethylpent-3-en-2-yl(trimethyl)stannane
• CAS: 141806-96-4
• 化学式: C₁₀H₂₂Sn
• 分子量: 260.995
• InChiKey: YFROAUSYVHERPS-UHFFFAOYSA-N

物化性质

• 沸点：
  213.0±33.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  四甲基乙二胺 、 甲基锂 、 2,4-二甲基戊-3-烯-2-基(三甲基)锡烷 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.5h， 以85%的产率得到(1,1,3,3-tetramethylallyl)lithium-TMEDA
  参考文献：
  名称：

  Preparation and remarkable reactivity of the elusive (1,1,3,3-tetramethylallyl)lithium

  摘要：

  Although traditional methods of allyllithium production failed for (1,1,3,3-tetramethylallyl)lithium, it was readily prepared in a two-pot sequence starting with mesityl oxide. The key step is reductive lithiation of 4-(phenyl-thio)-2, 4-dimethyl-2-pentene with lithium 1-(dimethylamino)naphthalenide. Treating the reductive lithiation Product with trimethylstannyl chloride and the resulting allylstannane with methyllithium in the presence of N,N,N,N-tetramethylethylenediamine provided a solution of the allyllithium free of lithium thiophenoxide. This material adds to anthracene at -78-degrees-C.

  DOI：

  10.1021/jo00039a031

文献信息

• Preparation and remarkable reactivity of the elusive (1,1,3,3-tetramethylallyl)lithium
  作者：Jose A. Cabral、Theodore Cohen、Wendel W. Doubleday、Ellen Francis Duchelle、Gideon Fraenkel、Bao Shan Guo、Simon H. Yu

  DOI：10.1021/jo00039a031

  日期：1992.6

  Although traditional methods of allyllithium production failed for (1,1,3,3-tetramethylallyl)lithium, it was readily prepared in a two-pot sequence starting with mesityl oxide. The key step is reductive lithiation of 4-(phenyl-thio)-2, 4-dimethyl-2-pentene with lithium 1-(dimethylamino)naphthalenide. Treating the reductive lithiation Product with trimethylstannyl chloride and the resulting allylstannane with methyllithium in the presence of N,N,N,N-tetramethylethylenediamine provided a solution of the allyllithium free of lithium thiophenoxide. This material adds to anthracene at -78-degrees-C.