(E)-1-己烯基二甲氧基硼烷 | 91083-26-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 中文名称: (E)-1-己烯基二甲氧基硼烷
• 英文名称: (E)-1-hexenyldimethoxyborane
• 英文别名: Dimethyl-trans-1-hexenylboronat；[(E)-hex-1-enyl]-dimethoxyborane
• CAS: 91083-26-0
• 化学式: C₈H₁₇BO₂
• 分子量: 156.033
• InChiKey: BQPCKVWTJPWTJC-BQYQJAHWSA-N

物化性质

• 沸点：
  162.4±23.0 °C(Predicted)
• 密度：
  0.826±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1-己烯基二甲氧基硼烷 、 甲基锂 在 甲烷磺酸 作用下， 以 四氢呋喃 为溶剂， 生成 硼酸三甲酯 、 [(E)-hex-1-enyl]-dimethylborane 、 [(E)-hex-1-enyl]-methoxy-methylborane 、 硼酸,二甲基,甲酯 、 甲基-硼酸二甲酯
  参考文献：
  名称：

  Organoboranes. 56. Systematic study of the reactions of 1-alkenylboronic esters with representative organolithium and Grignard reagents to provide an efficient, selective synthesis of organyl-1-alkenylborinic esters

  摘要：

  A selective reaction of the ''ate'' complexes formed with 1-alkenylboronic esters and organolithium or Grignard reagents, by treatment with either Bronsted or Lewis acids at -78-degrees-C to give the corresponding organylalkenylborinic esters, is explored in this study. This systematic, detailed study reveals that the nature of the alkoxy group on boron, the nature and the amount of the alkyllithium or Grignard reagent used, the solvent, the reaction temperature, and the nature and amount of the acid used all play significant roles in influencing both the yield and the selectivity achieved for the formation of the desired organylalkenylborinates. Optimized procedures for the syntheses of representative organylalkenylborinic esters in high yield are summarized.

  DOI：

  10.1021/om00028a021
• 作为产物：
  描述：

  dimethyl (Z)-1-hexenylboronate 以 正己烷 为溶剂， 生成 (E)-1-己烯基二甲氧基硼烷
  参考文献：
  名称：

  有机oboranes。37.（Z）-1-烯基硼酸酯的合成与性质

  摘要：

  DOI：

  10.1021/om00087a013

文献信息

• Migration of 1-alkenyl groups from zirconium to boron compounds
  作者：Thomas E. Cole、Ramona Quintanilla、Stephan Rodewald

  DOI：10.1021/om00056a062

  日期：1991.10

  The reaction of dicyclopentadienylzirconium alkenyl chloride with a boron chloride or bromide results in the exchange of the halogen and alkenyl group, forming the alkenylborane. We report here a systematic investigation of the transmetalation of the 1-hexenyl group from zirconium to a variety of boron compounds. This group undergoes facile migration to a variety of boron compounds, yielding structurally different types of alkenylboranes in good to high yields. These results suggest that one can combine the unique reactivity and selectivity of hydrozirconation for the preparation of alkenylboranes.
• PELTER, ANDREW;DRAKE, ROBERT;STEWART, MALCOLM J., TETRAHEDRON LETT., 30,(1989) N3, C. 3085-3088
  作者：PELTER, ANDREW、DRAKE, ROBERT、STEWART, MALCOLM J.

  DOI：——

  日期：——
• BROWN, H. C.;IMAI, TOSHIRO, ORGANOMETALLICS, 1984, 3, N 9, 1392-1395
  作者：BROWN, H. C.、IMAI, TOSHIRO

  DOI：——

  日期：——
• Organoboranes. 56. Systematic study of the reactions of 1-alkenylboronic esters with representative organolithium and Grignard reagents to provide an efficient, selective synthesis of organyl-1-alkenylborinic esters
  作者：Herbert C. Brown、Nagarajan Vasumathi、Navalkishore N. Joshi

  DOI：10.1021/om00028a021

  日期：1993.4

  A selective reaction of the ''ate'' complexes formed with 1-alkenylboronic esters and organolithium or Grignard reagents, by treatment with either Bronsted or Lewis acids at -78-degrees-C to give the corresponding organylalkenylborinic esters, is explored in this study. This systematic, detailed study reveals that the nature of the alkoxy group on boron, the nature and the amount of the alkyllithium or Grignard reagent used, the solvent, the reaction temperature, and the nature and amount of the acid used all play significant roles in influencing both the yield and the selectivity achieved for the formation of the desired organylalkenylborinates. Optimized procedures for the syntheses of representative organylalkenylborinic esters in high yield are summarized.
• Organoboranes. 37. Synthesis and properties of (Z)-1-alkenylboronic esters
  作者：Herbert C. Brown、Toshiro Imai

  DOI：10.1021/om00087a013

  日期：1984.9