1,1-dimethyl-3,3-bis(trifluoromethyl)-3H-2,1-benzoxastannole | 144118-90-1

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1,1-dimethyl-3,3-bis(trifluoromethyl)-3H-2,1-benzoxastannole
• 英文别名: 1,1-dimethyl-3,3-bis(trifluoromethyl)-2,1-benzoxastannole
• CAS: 144118-90-1
• 化学式: C₁₁H₁₀F₆OSn
• 分子量: 390.9
• InChiKey: UYDZZJMIHCNRSY-UHFFFAOYSA-N

物化性质

• 沸点：
  240.7±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  19.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  甲基苯锂 、 1,3-bis(methoxycarbonyl)pyridinium chloride 、 1,1-dimethyl-3,3-bis(trifluoromethyl)-3H-2,1-benzoxastannole 在 calcium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 21.0h， 以15%的产率得到1,3-bis(methoxycarbonyl)-4-methyl-1,4-dihydropyridine
  参考文献：
  名称：

  Synthesis, stability, and reactions of 10-Sn-5 tin ate complexes bearing four tin-carbon bonds

  摘要：

  The monocyclic organostannates (o-C6H4C(CF3)(2)O)SnR(2)(p-CH3C6H4)Li--(+)(2a-Li+(R = Me), 2b-Li+ (R = (t)Bu)) bearing four Sn-C bonds, which can be prepared from the reaction of tetracoordinate tin 3a (R = Me) and 3b (R = (t)Bu) with p-CH3C6H4Li, were found to be thermally stable but were unstable to moisture giving 3 quantitatively upon aqueous workup. These ate complexes were inert toward some typical electrophiles such as p-methoxybenzaldehyde, but were reactive enough toward 1,3-bis(methoxycarbonyl)pyridinium chloride (8) to give corresponding alkylated(arylated) dihydropyridines (9). These are quite unique examples in the respect that organostannanes bearing four Sn-C bonds, which have been known to be reluctant to form compounds of higher coordination numbers, formed stable pentacoordinate ate complexes and showed unique reactivity which differed from that of lithium reagents such as P-CH3C6H4Li which could have formed upon dissociation from the ate complexes. The reaction of 3a with (n)BuLi gave complex mixtures after treatment with water indicating that the expected ate complexes (o-C6H4C(CF3)(2)O)SnMe(2)((n)Bu)(-)Ki(+)(2c-Li+) was thermally unstable and existed in an equilibrium with a ring-opened structure 5c.

  DOI：

  10.1016/0022-328x(95)05634-2
• 作为产物：
  描述：

  lithium 1,1,1,3,3,3-hexafluoro-2-(2-lithiophenyl)-2-propoxide 、 二甲基二氯化锡 以56%的产率得到1,1-dimethyl-3,3-bis(trifluoromethyl)-3H-2,1-benzoxastannole
  参考文献：
  名称：

  Synthesis, Structure, and Reactions of 10-Sn-5 Organotin Ate Complexes

  摘要：

  制备了稳定的阴离子10-Sn-51)物种，四烷基铵双[α,α-双(trifluoromethyl)苯甲醇酸盐(2−)-C2,O]烷基锡盐(1−) [2a (R = Ph)，2b (R = p-CH3C6H4)，2c (R = n-Bu)，和2d (R = Me)]。2a和2b与氯化亚硫酰反应生成氯锡酸盐(3a)，该产物可以转化为氟锡酸盐(3b)。3a和3b与有机锂试剂反应以生成2。3b-n-Bu4N+的X射线晶体学分析显示其具有失配的三角双锥结构。

  DOI：

  10.1246/cl.1992.1563