戊-1-烯-3-基 | 17829-37-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 中文名称: 戊-1-烯-3-基
• 英文名称: pent-1->3-enyl
• CAS: 17829-37-7；61129-35-9
• 化学式: C₅H₉
• 分子量: 69.1265
• InChiKey: WILKISNQLXFBSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  5
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  戊-1-烯-3-基 生成 反-1,3-戊二烯
  参考文献：
  名称：

  Homolytic Bond Dissociation Enthalpies of the C−H Bonds Adjacent to Radical Centers

  摘要：

  Homolytic bond dissociation enthalpies (BDEs) at 0 and 298 K of the C-H bonds adjacent to various radical centers have been obtained from ab initio CBS-4 (complete basis set) model calculations and experimental data available in the literature. The BDEs of the C-H bonds adjacent to the radical centers derived from 11 saturated hydrocarbons were found to be 33.5 +/- 3 kcal/mol at 298 K. The BDEs of the C-H bonds adjacent to nine allylic and benzylic radical centers were found to be 48 +/- 3 kcal/mol at 298 K, but the benzylic C-H BDE of the PhCH2CH2. radical was found to be only 29.7 and 30.5 kcal/mol at 0 and 298 K, respectively. The BDEs of the vinylic C-H bonds adjacent to four vinylic radical centers were found to be 35.5 +/- 3.5 kcal/mol at 298 K. The BDEs of the vinylic C-H bonds adjacent to three allylic radical centers were found to be 56.5 +/- 3 kcal/mol at 298 K. These results suggest that the radical centers weaken the adjacent C-H bond strengths by about 50-70 kcal/mol. The calculated BDEs agree within +/-2 kcal/mol with most of the available experimental results. Isomerization enthalpies of butenes and pentenes have been obtained. Substituent effects on BDEs have also been examined.

  DOI：

  10.1021/jo971768d

文献信息

• Decomposition of 4,4-dimethylpent-1-ene in the presence of oxygen between 400 and 500 °C: oxidation chemistry of allyl radicals
  作者：Zulfiqar H. Lodhi、Raymond W. Walker

  DOI：10.1039/ft9918700681

  日期：——

  as a source of allyl radicals over the temperature range 400–500 °C. The reaction has been studied in both KCl-coated (peroxy species destroyed at the surface) and aged boric-acid-coated vessels (peroxy species preserved), and the basic mechanism shown to be: DMP → t-butyl + [graphic omitted] (1), t-butyl + O2→ i-C4H8+ HO2(2). Previous studies have shown that 99% of the t-butyl radicals undergo reaction

  在O 2存在下4,4-二甲基戊-1-烯（DMP）的分解已被用作在400–500°C温度范围内的烯丙基自由基的来源。已在涂有KCl的表面（过氧化物破坏了表面）和老化的硼酸涂过的容器（保留了过氧化物）中研究了该反应，其基本机理为：DMP→叔丁基+ [省略了图示] （1），叔丁基+ O 2 →iC 4 H 8 + HO 2（2）。先前的研究表明，99％的叔丁基自由基会发生反应（2），因此该体系是烯丙基和HO 2自由基的极好来源。
• Homolytic Bond Dissociation Enthalpies of the C−H Bonds Adjacent to Radical Centers
  作者：Xian-Man Zhang

  DOI：10.1021/jo971768d

  日期：1998.3.1

  Homolytic bond dissociation enthalpies (BDEs) at 0 and 298 K of the C-H bonds adjacent to various radical centers have been obtained from ab initio CBS-4 (complete basis set) model calculations and experimental data available in the literature. The BDEs of the C-H bonds adjacent to the radical centers derived from 11 saturated hydrocarbons were found to be 33.5 +/- 3 kcal/mol at 298 K. The BDEs of the C-H bonds adjacent to nine allylic and benzylic radical centers were found to be 48 +/- 3 kcal/mol at 298 K, but the benzylic C-H BDE of the PhCH2CH2. radical was found to be only 29.7 and 30.5 kcal/mol at 0 and 298 K, respectively. The BDEs of the vinylic C-H bonds adjacent to four vinylic radical centers were found to be 35.5 +/- 3.5 kcal/mol at 298 K. The BDEs of the vinylic C-H bonds adjacent to three allylic radical centers were found to be 56.5 +/- 3 kcal/mol at 298 K. These results suggest that the radical centers weaken the adjacent C-H bond strengths by about 50-70 kcal/mol. The calculated BDEs agree within +/-2 kcal/mol with most of the available experimental results. Isomerization enthalpies of butenes and pentenes have been obtained. Substituent effects on BDEs have also been examined.