1-methylcyclopentenyl cation | 36359-43-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 1-methylcyclopentenyl cation
• 英文别名: methylcyclopentenyl cation；1-methyl-cyclopent-1->3-enylium；1-Methyl-2-cyclopentenylkation；1-Methylcyclopentenyl-Ion；3-methylcyclopentene
• CAS: 36359-43-0
• 化学式: C₆H₉
• 分子量: 81.1375
• InChiKey: VPODEHQKYHNKJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  trans-bicyclo<3.1.0>hexan-3-ol 在 氟磺酸 作用下， 生成 1-methylcyclopentenyl cation
  参考文献：
  名称：

  Rees, John C.; Whittaker, David, Journal of the Chemical Society. Perkin transactions II, 1981, p. 948 - 952

  摘要：

  DOI：

文献信息

• Structures of product ions C6H7+ and C6H9+ of ion-molecule reactions with allyl bromide
  作者：Zhiqing Zhu、Tino Gäumann

  DOI：10.1002/oms.1210281022

  日期：1993.10

  AbstractThe ion–molecule reactions of allyl bromide with the molecular ion of allyl bromide and with its major fragment, the allyl ion, yield the C6H7+ and C6H9+ ions. The structure of these product ions was explored by means of photofragmentation with laser light in the 10 μm region and by proton transfer reaction to selected reagents. These product ions were also formed by other reactions and their reactivities compared. In both cases the presence of at least two populations is demonstrated. For C6H9+ these two populations are initially present, whereas for C6H7+ an isomer is formed by the infrared light before the loss of H2. When this ion is produced by photofragmentation of C6H7+, at least one third, stable isomer is formed. Two isomers of C6H5+ are formed in the photofragmentation of C6H7+, but only one form photofragments further by loss of C2H2. The use of non‐linear least‐squares fitting does not allow definite conclusions to be drawn concerning the kinetics of the consecutive photofragmentations.
• OLAH G. A.; PRAKASH G. K. S.; RAWDAH T. N., J. AMER. CHEM. SOC., 1980, 102, NO 19, 6127-6130
  作者：OLAH G. A.、 PRAKASH G. K. S.、 RAWDAH T. N.

  DOI：——

  日期：——
• REES J. C.; WHITTAKER D., J. CHEM. SOC. PERKIN TRANS., 1981, PART 2, NO 6, 948-952
  作者：REES J. C.、 WHITTAKER D.

  DOI：——

  日期：——
• Further examples of skeletal rearrangements of the Wagner-Meerwein type in chemical ionization mass spectrometry: The case of [C6H9]+ ions
  作者：Tino Gäumann、Raymond Houriet、Daniel Stahl、Jean-Claude Tabet、Nikolaus Heinrich、Helmut Schwarz

  DOI：10.1002/oms.1210180508

  日期：1983.5

  AbstractThe [C6H9]+ ions produced either via unimolecular H2O loss from 13 [C6H11O]+ precursors or direct protonation of 1,3‐ and 1,4‐cyclohexadiene have identical collisional activation mass spectra. The kinetic energy release data for the process [C6H11O]+→[C6H9]++H2O are also very similar (on average T0.5=24 meV) irrespective of the constitution of the precursor. From the proton affinities of 1,3‐cyclohexadiene (PA=837.2 kJ mol−1) using ion cyclotron resonance mass spectrometry the heat of formation of the [C6H9]+ ion is determined to 804.6 kJ mol−1. This value taken together with the results of molecular orbital calculations (MNDO) and the structure indicative losses of CH3. and C2H4 upon collisional activation suggest that the [C6H9]+ ion has the structure of the 1‐methylcyclopentenylium ion f and not that of the slightly less stable cyclohexenylium ion g. The generator of an easily interconverting system of isomeric [C6H9]+ ions is unlikely to be due to the high barrier separating the various isomers.