cyclopropyldifluoroborane | 22405-04-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 英文名称: cyclopropyldifluoroborane
• 英文别名: Cyclopropyldifluorboran；cyclo C3H5BF2；cyclopropyl(difluoro)borane
• CAS: 22405-04-5
• 化学式: C₃H₅BF₂
• 分子量: 89.8805
• InChiKey: HJFAKXJMCMUIJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  28.7±23.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cyclopropyldifluoroborane 、 三甲基膦 以 neat (no solvent) 为溶剂， 生成 (cyclopropyldifluoro-l4-boraneyl)trimethyl-l5-phosphane
  参考文献：
  名称：

  Microwave, infrared, Raman and NMR spectra, structure, dipole moment, and barrier to internal rotation of cyclopropyldifluoroborane

  摘要：

  DOI：

  10.1021/ja00544a001
• 作为产物：
  描述：

  四环丙基锡 在 三氟化硼 作用下， 反应 24.0h， 生成 cyclopropyldifluoroborane
  参考文献：
  名称：

  Dynamic NMR studies of cyclopropyldifluoroborane and vinyldifluoroborane

  摘要：

  The two fluorines of cyclopropyldifluoroborane (1) and vinyldifluoroborane (2) show two chemical shifts at low temperatures, due to hindered rotation about the boron-carbon bonds. The rates of rotation were determined at higher temperatures, and the corresponding free-energy barriers at coalescence were found to be 4.85 +/- 0.1 and 4.56 +/- 0.1 kcal/mol, respectively. The two barriers indicate that the cyclopropyl and vinyl groups are comparable in electron donating ability. Calculated lineshapes suggest that determination of the rotational barrier in phenyldifluoroborane by making use of the difference in coupling constants fur an ortho carbon and the two fluorines may not be possible. (C) 2000 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-2860(00)00419-1

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.9, 5.1.3, page 155 - 161
  作者：

  DOI：——

  日期：——
• Cyclopropylboranes and the carbonium ion analogy
  作者：Alan H. Cowley、Thomas A. Furtsch

  DOI：10.1021/ja01029a008

  日期：1969.1
• Dynamic NMR studies of cyclopropyldifluoroborane and vinyldifluoroborane
  作者：D.M Pawar、R Parks、M Price、D Reese、E.A Noe

  DOI：10.1016/s0022-2860(00)00419-1

  日期：2000.7

  The two fluorines of cyclopropyldifluoroborane (1) and vinyldifluoroborane (2) show two chemical shifts at low temperatures, due to hindered rotation about the boron-carbon bonds. The rates of rotation were determined at higher temperatures, and the corresponding free-energy barriers at coalescence were found to be 4.85 +/- 0.1 and 4.56 +/- 0.1 kcal/mol, respectively. The two barriers indicate that the cyclopropyl and vinyl groups are comparable in electron donating ability. Calculated lineshapes suggest that determination of the rotational barrier in phenyldifluoroborane by making use of the difference in coupling constants fur an ortho carbon and the two fluorines may not be possible. (C) 2000 Elsevier Science B.V. All rights reserved.
• Microwave, infrared, Raman and NMR spectra, structure, dipole moment, and barrier to internal rotation of cyclopropyldifluoroborane
  作者：J. D. Odom、Z. Szafran、S. A. Johnston、Y. S. Li、J. R. Durig

  DOI：10.1021/ja00544a001

  日期：1980.11