3-Vinyl-1,6,8-nonatriene | 135106-00-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 3-Vinyl-1,6,8-nonatriene
• 英文别名: (3E)-7-ethenylnona-1,3,8-triene
• CAS: 135106-00-2
• 化学式: C₁₁H₁₆
• 分子量: 148.248
• InChiKey: OAZBUOFIPDEEGX-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,4-戊二烯 、 甲磺酸异丙酯 在 正丁基锂 作用下， 生成 3-(1-methylethyl)-1,4-pentadiene 、 3,5-Divinyl-1,6-heptadiene 、 3-Vinyl-1,6,8-nonatriene
  参考文献：
  名称：

  Studies of the formation and stability of pentadienyl and 3-substituted pentadienyl radicals

  摘要：

  Pentadienyl radicals and their 3-methyl and 3-hydroxy derivatives were generated from the corresponding 1,4-pentadienes. The rates of hydrogen abstraction were studied by laser flash photolysis, and the bisallylic C-H bond dissociation energies were determined by photoacoustic calorimetry. Pentadienyl radicals were also generated by monoenergetic electron bombardment of 3-tert-butyl-1,4-pentadiene, and the radical's enthalpy of formation was deduced from the appearance energy of the tert-butyl cation. Evaluation of all recent data leads to recommended values of DELTA-H(f)-degrees (pentadienyl) = 49.8 +/- 1.0 kcal mol-1 and DH-degrees ((CH2 = CH)2CH) = 76.6 +/- 1.0 kcal mol-1. The EPR spectra of 3-methylpentadienyl and several other radicals were also examined. The effect of substituents on the stabilization energy of pentadienyl radicals was assessed, and pentadienyl radicals were compared with other delocalized polyenyl radicals.

  DOI：

  10.1021/jo00019a012

文献信息

• Studies of the formation and stability of pentadienyl and 3-substituted pentadienyl radicals
  作者：K. Brady Clark、Peter N. Culshaw、David Griller、F. P. Lossing、J. A. Martinho Simoes、John C. Walton

  DOI：10.1021/jo00019a012

  日期：1991.9

  Pentadienyl radicals and their 3-methyl and 3-hydroxy derivatives were generated from the corresponding 1,4-pentadienes. The rates of hydrogen abstraction were studied by laser flash photolysis, and the bisallylic C-H bond dissociation energies were determined by photoacoustic calorimetry. Pentadienyl radicals were also generated by monoenergetic electron bombardment of 3-tert-butyl-1,4-pentadiene, and the radical's enthalpy of formation was deduced from the appearance energy of the tert-butyl cation. Evaluation of all recent data leads to recommended values of DELTA-H(f)-degrees (pentadienyl) = 49.8 +/- 1.0 kcal mol-1 and DH-degrees ((CH2 = CH)2CH) = 76.6 +/- 1.0 kcal mol-1. The EPR spectra of 3-methylpentadienyl and several other radicals were also examined. The effect of substituents on the stabilization energy of pentadienyl radicals was assessed, and pentadienyl radicals were compared with other delocalized polyenyl radicals.