cyclopropenyl cation

• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 英文名称: cyclopropenyl cation
• 英文别名: cyclopropene
• 化学式: C₃H₃
• 分子量: 39.0568
• InChiKey: IPKCFGQXHZKYLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  3
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  cyclopropenyl cation 、 乙腈 21.9 ℃ 、40.0 Pa 条件下， 生成
  参考文献：
  名称：

  Reactions of Isomeric C3H3+ Ions: A Combined Low Pressure-High Pressure Study

  摘要：

  We report the results of a low-pressure (ICR) and high-pressure (SIFT) investigation of the ion-molecule reactions of C3H3+. Two isomeric forms of C3H3+ are present: HCCCH2+ and c-C3H3+. Rate coefficients and product ratios are reported for each technique for a variety of neutral reactants including H-2, NH3, C2H2, CH3OH, and CH3CN. Most reactions occur via a long-lived association complex. Large differences in reactivity and differences in product distributions between the two techniques are rationalized in terms of the association complex lifetime.

  DOI：

  10.1021/j100070a021
• 作为产物：
  描述：

  环丙炔 在 氢气 作用下， 生成 cyclopropenyl cation
  参考文献：
  名称：

  具有H2和HD的C3Hn +的温度可变离子阱研究。

  摘要：

  已经研究了使用22极离子阱在室温至10 K下与H2和HD碰撞时C3 +​​，C3H +，C3H2 +的加氢和氘代反应。尽管放热，但C3 +的氢化在室温下相当缓慢，但随着温度降低而加快。除了增加碰撞复合物的寿命外，此行为还可能是由于C3 +的松散结构和低于50 K的软弯曲模式的冻结引起的。对于C3（+）+ HD，已证明C3D +的生产略受青睐超过C3H +的形成。关于在C3H（+）+ H2碰撞和氘代变体中真正形成产物的争论由来已久。先前和新的离子阱结果证明，C3H2（+）+ H的形成不是吸热的而是快速的，与流量管实验和从头算的错误结论相矛盾。另外，该反应还显示出复杂的同位素依赖性，这很可能是由于入口和出口过渡态中零点能量的影响所致。例如，HD的氢提取比H2的氢提取快，而辐射缔合的速度则较慢。对于C3H（+）+ HD，已经获得了最令人惊讶的结果。在这里，C3HD +的形成比C3H2 +快一百倍

  DOI：

  10.1039/b417965j

文献信息

• The formation of C3H3 + from the reaction of CH3 + with acetylene
  作者：Alan Mitchell、John K. Conner、Keith Stanney、John M. Tedder

  DOI：10.1039/c39840001529

  日期：——

  A triple quadrupole mass spectrometer has been used to study the reactions of simple even-electron ions (e.g. CH3+, CH2F+, etc.) with acetylene and substituted acetylenes; CH3+ reacts with C2H2 to give C3H3+ in very high yield.

  甲三重四极质谱仪已被用于研究简单偶电子离子的反应（例如， CH 3 +，CH 2 ˚F +，等等。）与乙炔和取代的乙炔; CH 3 +与C 2 H 2反应以非常高的产率得到C 3 H 3 +。
• Site-specific interaction between hydrocarbon cations and inert ligands: IR spectra of isomeric C₃H₃⁺–L dimers (L = Ne,Ar,O₂,N₂,CO₂)
  作者：Doris Roth、Otto Dopfer

  DOI：10.1039/b206170h

  日期：——

  photodissociation spectra of isomeric C3H3+–L dimers with the inert ligands L=Ne, Ar, O2, N2, and CO2 are recorded in the spectral range of the C–H stretch fundamentals. At least two C3H3+ isomers are generated by electron impact ionization of allene (H2CCCH2) in the cluster ion source, namely the cyclopropenyl (c-C3H3+) and propargyl (H2CCCH+) cations. Both C3H3+ ions form weakly-bound adducts with all

  具有惰性配体 L=Ne、Ar、O2、N2 和 CO2 的异构 C3H3+-L 二聚体的红外 (IR) 光解离光谱记录在 C-H 拉伸基本光谱范围内。簇离子源中丙二烯 (H2CCCH2) 的电子碰撞电离产生至少两种 C3H3+ 异构体，即环丙烯基 (c-C3H3+) 和炔丙基 (H2CCCH+) 阳离子。两种 C3H3+ 离子都与考虑的所有配体形成弱结合的加合物，这些离子-配体复合物中的吸引力主要由感应力和静电力决定。通常，c-C3H3+-L 和 H2CCCH+-L 的分子间相互作用按 Ne 的顺序增加
• Reactions of the propynylium isomer manifold with acetylene and diacetylene in the gas phase
  作者：F. Ozturk、G. Baykut、M. Moini、J. R. Eyler

  DOI：10.1021/j100300a029

  日期：1987.7
• Discrimination of C3H3+ structures on the basis of chemical reactivity
  作者：Pierre Ausloos、Sharon G. Lias

  DOI：10.1021/ja00411a045

  日期：1981.10
• Dynamics of the condensation reactions of C⁺with C₂H₄and C₂H₂
  作者：D. M. Sonnenfroh、J. M. Farrar

  DOI：10.1063/1.455390

  日期：1988.11.15

  The condensation reactions of C+ with C2H4 and C2H2 yielding new carbon–carbon bonds have been studied with crossed beam methods in the collision energy range from 0.5 to 1.5 eV. The data show that the reactions take place through short-lived collision complexes living a fraction of a rotational period. These results are shown to be consistent with schematic potential energy surfaces constructed from heats of formation and molecular structure calculations indicating that the large exothermicities of the reactions in comparison with the stabilities of intermediate C3H+4 and C3H+2 complexes should yield lifetimes in the 10−13 s regime. The data for C3H+2 formation from the reaction of C+ with C2H4 suggest two distinct production channels. These results are consistent with photoion-photoelectron coincidence breakdown curves for C3H+2 formation in the dissociative ionization of C3H4 isomers. The least exothermic reaction, C3H+ from reaction with ethylene, shows behavior in closest agreement with statistical predictions, specifically product kinetic energy distributions that scale with the total energy accessible to the products. This result is also in qualitative agreement with the nature of the potential energy surface mediating the reaction and lifetimes expected from the reaction energetics.