5-Deutero-cyclopentadien | 34729-63-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 5-Deutero-cyclopentadien
• 英文别名: 5-deuteriocyclopentadiene；5-Monodeuterio-cyclopentadien；Monodeuterocyclopentadiene；5-deuteriocyclopenta-1,3-diene
• CAS: 34729-63-0
• 化学式: C₅H₆
• 分子量: 67.0947
• InChiKey: ZSWFCLXCOIISFI-UICOGKGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  5-Deutero-cyclopentadien 生成 环戊-1,3-二烯 、 deuteriocyclopentadienyl radical
  参考文献：
  名称：

  Unimolecular dissociation of cyclopentadiene and indene

  摘要：

  The dissociation of hydrogen atoms from the methylene group of cyclopentadiene (CP) and indene (ID) excited with a 193 nm photon has been studied by hydrogen atom laser induced fluorescence. The rate of dissociation of IND was 7.4×106 s−1 but that of CP was too fast to measure. The ratio of H atoms to D atoms generated from 5-deuteriocyclopentadiene (5-dCP) was 3.91±0.46. Rice–Ramsberger–Kassel–Marcus theory was used to calculate the rates of dissociation of CP and 5-dCP. The quantum yield for dissociating H atoms from CP was 0.85±0.07. The ejected H atoms have a Maxwell velocity distribution with temperatures which are equal to the vibrational temperatures, 3690 and 2479 K for CP and IND, respectively. The most important result of the work is this confirmation of an earlier finding on a different set of molecules that the translational temperature of the fragments after the dissociation is equal to the vibrational temperature before the dissociation. This is explained by the assumption that the motion of the fast, light hydrogen atom is partly decoupled from that of the heavier, slower atoms.

  DOI：

  10.1063/1.460433
• 作为产物：
  描述：

  环戊二烯 在 sodium hydroxide 、 thallium(I) sulfate 、 氘代硫酸 作用下， 生成 5-Deutero-cyclopentadien
  参考文献：
  名称：

  6,6-二氟双环[3.1.0]己-2-烯的热转化为氟苯。有趣的机制二分法

  摘要：

  对两个表面上相似的6,6-二氟双环[3.1.0] hex-2-ene系统进行热，脱氟化氢芳构化反应的动力学研究得出结论，两个反应的机理完全不同。活化参数，溶剂效应，动力学同位素效应，同位素标记实验和反应中间体的观察均有助于得出以下结论：6,6-二氟双环[3.1.0] hex-2-ene，1通过均溶氢进行反应-移位重排，而2,3-苯并-6,6-二氟双环[3.1.0]己-2-烯，6的反应，是通过溶剂分解机理进行的，该机理涉及速率确定碳阳离子的形成。

  DOI：

  10.1016/s0040-4020(01)81182-0

文献信息

• Gehinderte ligandbewegungen in übergangsmetallkomplexen
  作者：Cornelius G. Kreiter、Joachim Kögler、Kurt Nist

  DOI：10.1016/s0022-328x(00)99658-x

  日期：1986.8
• The thermal conversions of 6,6-difluorobicyclo[3.1.0]hex-2-enes to fluorobenzenes. An interesting dichotomy of mechanisms
  作者：W.R. Dolbier、J.J. Keaffaber、C.R. Burkholder、H. Koroniak、J. Pradhan

  DOI：10.1016/s0040-4020(01)81182-0

  日期：——

  1.0]hex-2-ene systems led to the conclusion that drastically different mechanisms operate for the two reactions. Activation parameters, solvent effects, kinetic isotope effects, isotope labelling experiments and observation of reactive intermediates all contributed to the conclusion that the reaction of 6,6-difluorobicyclo[3.1.0]hex-2-ene, 1, proceeds via a homolytic hydrogen-shift rearrangement, while

  对两个表面上相似的6,6-二氟双环[3.1.0] hex-2-ene系统进行热，脱氟化氢芳构化反应的动力学研究得出结论，两个反应的机理完全不同。活化参数，溶剂效应，动力学同位素效应，同位素标记实验和反应中间体的观察均有助于得出以下结论：6,6-二氟双环[3.1.0] hex-2-ene，1通过均溶氢进行反应-移位重排，而2,3-苯并-6,6-二氟双环[3.1.0]己-2-烯，6的反应，是通过溶剂分解机理进行的，该机理涉及速率确定碳阳离子的形成。
• Unimolecular dissociation of cyclopentadiene and indene
  作者：Whikun Yi、Arun Chattopadhyay、Richard Bersohn

  DOI：10.1063/1.460433

  日期：1991.5

  The dissociation of hydrogen atoms from the methylene group of cyclopentadiene (CP) and indene (ID) excited with a 193 nm photon has been studied by hydrogen atom laser induced fluorescence. The rate of dissociation of IND was 7.4×106 s−1 but that of CP was too fast to measure. The ratio of H atoms to D atoms generated from 5-deuteriocyclopentadiene (5-dCP) was 3.91±0.46. Rice–Ramsberger–Kassel–Marcus theory was used to calculate the rates of dissociation of CP and 5-dCP. The quantum yield for dissociating H atoms from CP was 0.85±0.07. The ejected H atoms have a Maxwell velocity distribution with temperatures which are equal to the vibrational temperatures, 3690 and 2479 K for CP and IND, respectively. The most important result of the work is this confirmation of an earlier finding on a different set of molecules that the translational temperature of the fragments after the dissociation is equal to the vibrational temperature before the dissociation. This is explained by the assumption that the motion of the fast, light hydrogen atom is partly decoupled from that of the heavier, slower atoms.