2-丁基硫烷基-2-丙烯醛 | 63234-15-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-丁基硫烷基-2-丙烯醛
• 英文名称: 2-butylsulfanylpropenal
• 英文别名: 2-Butylthiopropenal；2-butylsulfanyl-2-propenal；2-butylthioacrolein；2-butylsulfanyl-propenal；a-Butylthioacrolein；2-butylsulfanylprop-2-enal
• CAS: 63234-15-1
• 化学式: C₇H₁₂OS
• 分子量: 144.238
• InChiKey: VCRJVUIDSDCXRQ-UHFFFAOYSA-N

物化性质

• 沸点：
  248.5±23.0 °C(Predicted)
• 密度：
  0.959±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  2-丁基硫烷基-2-丙烯醛 以 氘代氯仿 为溶剂， 生成 2,5-bis-(butylsulfanyl)-2,3-dihydro-4H-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-(butylsulfanyl)-2,3-dihydro-4H-pyran-2-carbaldehyde 生成 2-丁基硫烷基-2-丙烯醛
  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

• Reactions of 2-Butylsulfanyl-2-alkenals with Alcohols and Water
  作者：N. A. Keiko、Yu. A. Chuvashev、L. G. Stepanova、L. I. Larina

  DOI：10.1007/s11178-005-0249-0

  日期：2005.6

  2-Butylsulfanyl-2-alkenals react with alcohols at room temperature in the presence of acid catalysts to give 45–90% of the corresponding acetals. Acetals derived from 2-butylsulfanylpropenal readily undergo hydrolysis at the vinylsulfanyl group (20°C, catalysis by HCl or TsOH) with formation of 2-oxopropionaldehyde O,O- or O,S-acetals in 70–90% yield. Unlike 2-butylsulfanyl-2-propenal O,O-dialkyl acetals, the initial aldehydes and 2,4-dinitrophenylhydrazones derived therefrom are stable to hydrolysis under analogous conditions: the vinyl sulfide moiety remains unchanged even under considerably more severe conditions (100°C, 3 h; HCl, H2SO4, CF3SO2OH, or TiCl4).

  在室温下，2-丁硫基-2-烯醛与醇在酸催化剂的作用下发生反应，生成 45-90% 的相应缩醛。由 2-丁基硫代丙烯醛衍生出的乙醛很容易在乙烯基硫酰基上发生水解（20°C，HCl 或 TsOH 催化），生成 70-90% 的 2-氧代丙醛 O,O-或 O,S-乙醛。与 2-丁基硫酰基-2-丙烯醛 O,O-二烷基乙醛不同的是，由其衍生的初始醛和 2,4-二硝基苯肼在类似条件下的水解稳定性很好：即使在更为苛刻的条件下（100°C，3 小时；HCl、H2SO4、CF3SO2OH 或 TiCl4），乙烯基硫酰基仍保持不变。
• Formation of monomeric ?-butylthioacrolein and its unusual reaction with 2,4-dinitrophenylhydrazine
  作者：N. A. Keiko、L. G. Stepanova、I. D. Kalikhman、M. G. Voronkov

  DOI：10.1007/bf01179474

  日期：1977.3
• 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.
• Synthesis of 2,5-bis(butylsulfanyl)-2,3-dihydro-4H-pyran-2-carbaldehyde acetals and their unexpected isomerization
  作者：N. A. Keiko、L. G. Stepanova、Yu. A. Chuvashev、E. A. Kleptsova、L. I. Larina

  DOI：10.1134/s107042800810031x

  日期：2008.10