pent-4-enyl radical | 7313-97-5

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: pent-4-enyl radical
• 英文别名: n-pentyl radical；4-pentenyl；pent-4-enyl；Pent-1-en-5-yl-Radikal；4-Pentenyl-Radikal；4-Peten-1-yl
• CAS: 7313-97-5
• 化学式: C₅H₉
• 分子量: 69.1265
• InChiKey: BMMZQFXLAFBGTI-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：

  pent-4-enyl radical 以 gaseous matrix 为溶剂， 926.9 ℃ 、709.27 kPa 条件下， 生成 环戊烯 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  1,7-辛二烯的热解及烯丙基和4-戊烯基的动力学和热力学稳定性

  摘要：

  Dilute mixtures of 1,7-octadiene in argon have been decomposed in single-pulse shock tube experiments. The main reaction is the breaking of the carbon-carbon allylic bond leading to the formation of allyl and 4-pentenyl radicals. A minor pathway involving a retroene reaction yielded propene and 1,5-pentadiene. Most of the 4-pentenyl radical decomposes to form another allyl and ethylene. Contributions from a cyclization process resulting in the formation of cyclopentene have also been Allyl radical decomposition rate constants have been measured. The following rate expressions have been determined: k(1,7-octadiene-->allyl+4-pentenyl)=1.2+/-0.8X10(16) exp(-35700+/-400/T)s-1, k(1,7-octadiene-->propene+1,4-pentadiene) =(3+/-1.5)X10(12) exp(-27900+/-250/T)s-1, k(4-pentenyl-->cyclopentene+H)/k(4-pentenyl-->allyl+ethylene)=(6.9 +/-4)X10(-3) exp(2118+/-500/T), and k(allyl-->allene+H)=40+/-10 s-1 at 1080 K. When compared with lower temperature literature data on hydrogen addition to allene to form allyl, the present results are consistent with a resonance energy of 51+/-4 kJ/mol for the allyl radical, a step-size down for collisional deactivation in argon of 500 cm-1, and lead to the high-pressure rate expression k(allyl-->allene+H)=1.5x10(11)T0.84 exp(-30053/T) s-1 and k(H+allene)-->allyl)=1.2x10(8)T0.69 exp(-1513/T) L mol-1 s-1 over the temperature range 350-1200 K. The uncertainty for the decomposition reaction is estimated to be a factor of 1.3 at 1100 K, but may increase to 1 order of magnitude at the lower temperatures. For the addition reaction, the estimated uncertainties are a factor of 1.5 at 350 K increasing to a factor of 2.5 at 1100 K. The disproportionation to combination ratio for allyl radical under high-temperature conditions is considerably less than 0.005.

  DOI：

  10.1021/j100200a032
• 作为产物：
  描述：

  cyclobutylmethyl radical 以 萘烷 为溶剂， 生成 pent-4-enyl radical
  参考文献：
  名称：

  Beckwith, Athelstan L. J.; Moad, Graeme, Journal of the Chemical Society. Perkin transactions II, 1980, p. 1083 - 1092

  摘要：

  DOI：

文献信息

• Ingold, Keith U.; Maillard, Bernard; Walton, John C., Journal of the Chemical Society. Perkin transactions II, 1981, p. 970 - 974
  作者：Ingold, Keith U.、Maillard, Bernard、Walton, John C.

  DOI：——

  日期：——
• Deuterium-hydrogen exchange and scrambling reactions in the pyrolysis of labeled cyclopentene. A radical mechanism
  作者：Kenneth G. Kosnik、Sidney W. Benson

  DOI：10.1021/j100238a019

  日期：1983.7
• Maillard, Bernard; Walton, John C., Journal of the Chemical Society. Perkin transactions II, 1985, p. 443 - 450
  作者：Maillard, Bernard、Walton, John C.

  DOI：——

  日期：——
• Beckwith, Athelstan L. J.; Moad, Graeme, Journal of the Chemical Society. Perkin transactions II, 1980, p. 1083 - 1092
  作者：Beckwith, Athelstan L. J.、Moad, Graeme

  DOI：——

  日期：——
• Pyrolysis of 1,7-octadiene and the kinetic and thermodynamic stability of allyl and 4-pentenyl radicals
  作者：Wing Tsang、James A. Walker

  DOI：10.1021/j100200a032

  日期：1992.10

  Dilute mixtures of 1,7-octadiene in argon have been decomposed in single-pulse shock tube experiments. The main reaction is the breaking of the carbon-carbon allylic bond leading to the formation of allyl and 4-pentenyl radicals. A minor pathway involving a retroene reaction yielded propene and 1,5-pentadiene. Most of the 4-pentenyl radical decomposes to form another allyl and ethylene. Contributions from a cyclization process resulting in the formation of cyclopentene have also been Allyl radical decomposition rate constants have been measured. The following rate expressions have been determined: k(1,7-octadiene-->allyl+4-pentenyl)=1.2+/-0.8X10(16) exp(-35700+/-400/T)s-1, k(1,7-octadiene-->propene+1,4-pentadiene) =(3+/-1.5)X10(12) exp(-27900+/-250/T)s-1, k(4-pentenyl-->cyclopentene+H)/k(4-pentenyl-->allyl+ethylene)=(6.9 +/-4)X10(-3) exp(2118+/-500/T), and k(allyl-->allene+H)=40+/-10 s-1 at 1080 K. When compared with lower temperature literature data on hydrogen addition to allene to form allyl, the present results are consistent with a resonance energy of 51+/-4 kJ/mol for the allyl radical, a step-size down for collisional deactivation in argon of 500 cm-1, and lead to the high-pressure rate expression k(allyl-->allene+H)=1.5x10(11)T0.84 exp(-30053/T) s-1 and k(H+allene)-->allyl)=1.2x10(8)T0.69 exp(-1513/T) L mol-1 s-1 over the temperature range 350-1200 K. The uncertainty for the decomposition reaction is estimated to be a factor of 1.3 at 1100 K, but may increase to 1 order of magnitude at the lower temperatures. For the addition reaction, the estimated uncertainties are a factor of 1.5 at 350 K increasing to a factor of 2.5 at 1100 K. The disproportionation to combination ratio for allyl radical under high-temperature conditions is considerably less than 0.005.