butyl (1-cyclopropyl-vinyl) phosphinate | 1262853-87-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: butyl (1-cyclopropyl-vinyl) phosphinate
• 英文别名: 1-[Butoxy(oxido)phosphaniumyl]ethenylcyclopropane
• CAS: 1262853-87-1
• 化学式: C₉H₁₇O₂P
• 分子量: 188.207
• InChiKey: JWXQAGCUGFQLFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  32.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,3-二甲基-1-丁炔 、 butyl hypophosphite 在 1,1'-双(二苯基膦)二茂铁 、 tris-(dibenzylideneacetone)dipalladium(0) 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 butyl (1-cyclopropyl-vinyl) phosphinate
  参考文献：
  名称：

  Regiocontrol in the palladium-catalyzed hydrophosphinylation of terminal alkynes

  摘要：

  The regioselectivity of the palladium-catalyzed hydrophosphinylation of terminal alkynes was investigated. Complementary conditions to achieve the predominant formation of either the linear or the branched alkenyl-H-phosphinate products were identified. With Pd/xantphos in acetonitrile, the linear isomer is generally obtained with good to excellent selectivity, and E-stereospecificity. On the other hand, by using Pd/dppf in the non-polar solvent toluene, good selectivity for the branched alkenyl-H-phosphinate is typically observed. The role of various reaction parameters is studied. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.08.018