protonated propanal | 17104-37-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: protonated propanal
• 英文别名: propionaldehyde; protonated form；1-hydroxy-propylium
• CAS: 17104-37-9
• 化学式: C₃H₇O
• 分子量: 59.088
• InChiKey: UQBICCATYSVAAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.93
• 重原子数：
  4.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  protonated propanal 以 gas 为溶剂， 生成 ethoxycarbenium ion
  参考文献：
  名称：

  Gas-phase Unimolecular Reactivity of C3H7O+ Cations: a Combined Mass Spectrometric-Molecular Orbital Study

  摘要：

  The unimolecular dissociations of the two isomeric ions [CH3CH2CHOH](+) (1) and [CH3CH2OCH2](+) (2) were re-examined. Molecular orbital calculations conducted at the MP2/6-31G*//HF/6-31G*+ZPE level were used to characterize the corresponding potential energy profile, The experimental data were completed by a Fourier transform ion cyclotron resonance spectrometric investigation on the system [CH2H](+)+C2H4 and by a study of various metastable [C3H7O](+) ions, The isomerization pathway of lowest energy connecting 1 and 2 involves two ion-neutral complexes between protonated formaldehyde and ethene. The isomerization 1 reversible arrow 2 is typically a complex mediated reaction since the key step consists simply of the reorientation of the two partners [CH2OH](+) and C2H4 inside the ion-neutral cage. The model is demonstrated to account for the H-D exchange observed during the dissociation of variously deuterated species. (C) 1997 by John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1096-9888(199702)32:2<188::aid-jms464>3.0.co;2-g
• 作为产物：
  描述：

  生成 乙烷 、 protonated propanal
  参考文献：
  名称：

  Unimolecular reactions of βdistonic ion

  摘要：

  AbstractThe β‐distonic ion \documentclass{article}\pagestyle{empty}\begin{document}$ ^ \cdot {\rm CH}_2 {\rm CH}_2 \mathop {\rm O}\limits^ + {\rm HCH}_2 {\rm CH}_2 {\rm CH}_3 $\end{document} has been shown previously to be an intermediate in the fragmentation of ionized ethyl propyl ether. The reactions of this ion (generated by fragmentation in the ion source of alkyl propyl ethers of glycol) were studied in this work. Labelling showed that this ion undergoes competing hydrogen transfers leading to a series of isomeric distonic ions. Each of them was submitted to an isotope effect.

  DOI：

  10.1002/oms.1210290205

文献信息

• Chemistry and structure of the CH3O2+ product of the dioxygenyl ion-methane reaction
  作者：J. M. Van Doren、S. E. Barlow、C. H. DePuy、V. M. Bierbaum、I. Dotan、E. E. Ferguson

  DOI：10.1021/j100403a043

  日期：1986.6
• Unimolecular reactions of βdistonic ion
  作者：Arielle Milliet、Eric Lecarpentier、Henri-Edouard Audier

  DOI：10.1002/oms.1210290205

  日期：1994.2

  AbstractThe β‐distonic ion \documentclassarticle}\pagestyleempty}\begindocument}$ ^ \cdot \rm CH}_2 \rm CH}_2 \mathop \rm O}\limits^ + \rm HCH}_2 \rm CH}_2 \rm CH}_3 $\enddocument} has been shown previously to be an intermediate in the fragmentation of ionized ethyl propyl ether. The reactions of this ion (generated by fragmentation in the ion source of alkyl propyl ethers of glycol) were studied in this work. Labelling showed that this ion undergoes competing hydrogen transfers leading to a series of isomeric distonic ions. Each of them was submitted to an isotope effect.
• Gas-phase Unimolecular Reactivity of C3H7O+ Cations: a Combined Mass Spectrometric-Molecular Orbital Study
  作者：G. Bouchoux、F. Penaud-Berruyer、H. E. Audier、P. Mourgues、J. Tortajada

  DOI：10.1002/(sici)1096-9888(199702)32:2<188::aid-jms464>3.0.co;2-g

  日期：1997.2

  The unimolecular dissociations of the two isomeric ions [CH3CH2CHOH](+) (1) and [CH3CH2OCH2](+) (2) were re-examined. Molecular orbital calculations conducted at the MP2/6-31G*//HF/6-31G*+ZPE level were used to characterize the corresponding potential energy profile, The experimental data were completed by a Fourier transform ion cyclotron resonance spectrometric investigation on the system [CH2H](+)+C2H4 and by a study of various metastable [C3H7O](+) ions, The isomerization pathway of lowest energy connecting 1 and 2 involves two ion-neutral complexes between protonated formaldehyde and ethene. The isomerization 1 reversible arrow 2 is typically a complex mediated reaction since the key step consists simply of the reorientation of the two partners [CH2OH](+) and C2H4 inside the ion-neutral cage. The model is demonstrated to account for the H-D exchange observed during the dissociation of variously deuterated species. (C) 1997 by John Wiley & Sons, Ltd.