1-trimethylstannyl-3-methyl-1,3-cyclohexadiene | 1046759-33-4

• 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
• 英文名称: 1-trimethylstannyl-3-methyl-1,3-cyclohexadiene
• CAS: 1046759-33-4
• 化学式: C₁₀H₁₈Sn
• 分子量: 256.963
• InChiKey: ZLEZHTUOMKLTMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  1-(diethoxyphosphoryl)oxy-3-methyl-1,3-cyclohexadiene 、 三甲基氯化锡 、 sodium 以 氨 为溶剂， 以49%的产率得到1-trimethylstannyl-3-methyl-1,3-cyclohexadiene
  参考文献：
  名称：

  Synthesis of cyclohexadienylstannanes – Novel example of vinylic SRN1 mechanism: A theoretical and experimental study

  摘要：

  The reaction of trimethyltinsodium (1) with 1-(diethoxyphosphoryl) oxy-1,3-cyclohexadienes in liquid ammonia under irradiation affords the corresponding 1-trimethylstannylcyclohexadienes. We suggest that these reactions occur by an S(RN)1 mechanism. On the other hand, 2-(diethoxyphosphoryl)oxy-1,3-cyclohexadiene reacts very slowly towards 1 and the substitution product decomposes under the reaction conditions employed. Thus, structurally similar compounds do not behave in the same way under ET conditions. We suggest that this behavior is mainly due to differences in spin density of their radical anions, which affect their fragmentation rates. Our results are supported by computational calculations. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.04.018