acryloylium | 35335-83-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: acryloylium
• 英文别名: prop-2-enoyl cation；Vinyloxocarboniumion；prop-2-en-1-one
• CAS: 35335-83-2
• 化学式: C₃H₃O
• 分子量: 55.0562
• InChiKey: GETDRQYNIVGKKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  acryloylium 在 氨 作用下， 生成
  参考文献：
  名称：

  Ion-molecule chemistry of HnC3O+, C3O2+, and C3O+

  摘要：

  Rate coefficients and product distributions have been measured using a selected ion flow tube for reactions of the ions HnC3O+ (n = 0-3) and C3O2+ with the neutral species H-2, CO, N-2, O-2, CH4, NH3, H2O, C2H2, HCN, and CH3CCH at 300 K. The structures of the ions are discussed, and a survey af relevant enthalpies of formation is presented.

  DOI：

  10.1021/j100153a041

文献信息

• Efficiency of collision-induced ionization of fast neutrals: Effects of neutral internal energy and neutral translational energy
  作者：David Harnish、John L. Holmes

  DOI：10.1002/oms.1210290502

  日期：1994.5

  AbstractThe ionization efficiencies of fast beams of CO and C2H4, with oxygen as target gas were shown to increase with increasing translational energy and to decrease with increase in internal energy. The latter may arise from a greater probability of homolysis in the neutral projectile species; it is not likely to arise from increased ionization of the target. Experimental parameters (and their validity) relating to the measurement of collision‐induced dissociative ionization mass spectra and which are also applicable to the reionization step in neutralization—reionization mass spectra were investigated.
• Transacetalization with Acylium Ions. A Structurally Diagnostic Ion/Molecule Reaction for Cyclic Acetals and Ketals in the Gas Phase
  作者：Luiz Alberto B. Moraes、Fábio C. Gozzo、Marcos N. Eberlin、Pirjo Vainiotalo

  DOI：10.1021/jo970116m

  日期：1997.7.1

  Transacetalization takes place in high yields in gas phase ion/molecule reactions of acylium ions (RC+=O) with a variety of cyclic acetals and ketals, that is, five-, six-, and seven-membered 1,3-O,O-heterocycles and their mono-sulfur and nitrogen analogues. A general, structurally diagnostic method for the gas phase characterization of cyclic acetals and ketals is therefore available. Transacetalization occurs via initial O(or S)-acylation, followed by a ring-opening/ring-re-forming process in which a neutral carbonyl compound is eliminated and cyclic ''ionic ketals'' (that is, cyclic 1,3-dioxonium ions and analogues) are formed. The nature of the substituents at the 2-position, which are eliminated in the course of the reaction, is found to affect considerably the extent of transacetalization. Substituents not at the 2-position remain in the ionic products; hence positional isomers produce different cyclic ''ionic ketals'' and are easily differentiated. The triple-stage (MS3) mass spectra of the cyclic ''ionic ketals'' show in all cases major dissociation to re-form the reactant acylium ion, a unique dissociation chemistry that is equivalent to the hydrolysis of neutral acetals and ketals and which is then determined to be a very general characteristic of cyclic ''ionic ketals''. Additionally, the O-18-labeled transacetalization product of 1,3-dioxolane shows dissociation to both CH3C+=O-18 and CH3C+=O to the same extent, which confirms its cyclic ''ionic ketal'' structure and the ''oxygen-scrambling'' mechanism of transacetalization. Ab initio MP2/6-31G(d,p)//6-31G-(d,p) + ZPE energy surface diagrams show that transacetalization is the most exothermic, thermodynamically favorable process in reactions of CH3C+=O with 1,3-dioxolane and 1,3-oxathiolane, whereas 1,3-dithiolane is unreactive due to the endothermicity of the initial acylation step.
• Ion-molecule chemistry of HnC3O+, C3O2+, and C3O+
  作者：Simon Petrie、Ryan P. A. Bettens、Colin G. Freeman、Murray J. McEwan

  DOI：10.1021/j100153a041

  日期：1993.12

  Rate coefficients and product distributions have been measured using a selected ion flow tube for reactions of the ions HnC3O+ (n = 0-3) and C3O2+ with the neutral species H-2, CO, N-2, O-2, CH4, NH3, H2O, C2H2, HCN, and CH3CCH at 300 K. The structures of the ions are discussed, and a survey af relevant enthalpies of formation is presented.

表征谱图