1-trichlorostannyl-2-chloro-2-hydroxymethyl-ethene | 1322728-88-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-trichlorostannyl-2-chloro-2-hydroxymethyl-ethene
• CAS: 1322728-88-0
• 化学式: C₃H₄Cl₄OSn
• 分子量: 316.586
• InChiKey: MHNCHHJZQRMEEH-UHFFFAOYSA-K

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  9.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  四氯化锡 、 2-丙炔-1-醇 以 氘代氯仿 为溶剂， 生成 1-trichlorostannyl-2-chloro-2-hydroxymethyl-ethene
  参考文献：
  名称：

  Stannylation of unsaturated carbon–carbon bonds by tin tetrachloride

  摘要：

  The reactions of tin tetrachloride and four terminal alkynes (PhC CH, (t)BuC CH, (n)BuC CH, HOCH(2)C CH), norbornene, and norbornadiene in dichloromethane or chloroform solution lead to the formation of stannylation products, which were characterized by (1)H, (13)C and (119)Sn NMR spectroscopy. Virtually complete alpha-regioselectivity was obtained in reaction of all four alkynes without any effect of the relative steric bulk of the substituent R at the triple bond of alkyne RC(beta) C(alpha)H. The reaction of norbornene and norbornadiene with SnCl(4) is stereoselective, giving an exo stannylation product. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.06.002