α-propylthioacrolein | 176374-72-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-propylthioacrolein
• 英文别名: a-Propylthioacrolein；2-propylsulfanylprop-2-enal
• CAS: 176374-72-4
• 化学式: C₆H₁₀OS
• 分子量: 130.211
• InChiKey: UVAPJDMAYAJJQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α-propylthioacrolein 以 氘代氯仿 为溶剂， 生成 2,5-bis-propylsulfanyl-3,4-dihydro-2H-pyran-2-carbaldehyde
  参考文献：
  名称：

  Kinetics of dimerization of 2-alkylthiopropenals

  摘要：

  The rate constants for cyclodimerization of alpha-alkylthioacroleins were determined. They are two orders of magnitude higher than those for dimerization of alpha-alkoxyacroleins.

  DOI：

  10.1007/bf02494762
• 作为产物：
  描述：

  2,5-bis-propylsulfanyl-3,4-dihydro-2H-pyran-2-carbaldehyde 生成 α-propylthioacrolein
  参考文献：
  名称：

  Keiko; Chuvashev; Stepanova, Russian Journal of Organic Chemistry, 1999, vol. 35, # 1, p. 34 - 36

  摘要：

  DOI：

文献信息

• Kinetics of dimerization of 2-alkylthiopropenals
  作者：N. A. Keiko、L. G. Stepanova、Yu. A. Chuvashev、L. I. Larina、M. G. Voronkov

  DOI：10.1007/bf02494762

  日期：1999.10

  The rate constants for cyclodimerization of alpha-alkylthioacroleins were determined. They are two orders of magnitude higher than those for dimerization of alpha-alkoxyacroleins.
• Synthesis of ?-alkylthioacroleins
  作者：N. A. Keiko、Yu. A. Chuvashev、L. G. Stepanova、O. B. Bannikova、M. G. Voronkov

  DOI：10.1007/bf01433758

  日期：1996.1

  Monomeric alpha-alkylthioacroleins were obtained by the reaction of alkylthioacetaldehydes with formaldehyde and diethylamine hydrochloride. The structures of the alpha-alkylthioacroleins were confirmed by NMR spectroscopy and mass spectrometry as well as by chemical transformations of these compounds.
• Keiko; Chuvashev; Stepanova, Russian Journal of Organic Chemistry, 1999, vol. 35, # 1, p. 34 - 36
  作者：Keiko、Chuvashev、Stepanova、Larina、Sarapulova、Voronkov

  DOI：——

  日期：——
• ——
  作者：N. A. Keiko、L. G. Stepanova、G. I. Sarapulova、A. V. Vashchenko、L. I. Larina、E. A. Funtikova、M. G. Voronkov

  DOI：10.1023/a:1009507522009

  日期：——

  The kinetics of 2-alkylthiopropenals cyclodimerization was studied in the temperature range from -7 to +42 degreesC in heptane and at 20 degreesC in various solvents. The rate constants for cyclodimerization of 2-alkylthiopropenals are four orders of magnitude higher than those for dimerization of the oxygen-containing analogs, 2-alkoxypropenals, and are independent of the solvent polarity and substituent steric constant. The activation parameters for 2-butylthiopropenal cyclodimerization were estimated. The distribution of electron density in the 2-methoxy- and 2-methylthiopropenals molecules was calculated by the ab initio method. From comparison of the HOMO and LUMO energies for these aldehydes it was concluded that the ratio between the cyclodimerization rates for 2-alkylthio-, 2-ethoxypropenals, and propenal is determined by the HOMO-LUMO gap.