3-mercaptopropanal | 20291-59-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-mercaptopropanal
• 英文别名: β-Mercaptopropionaldehyd；3-Mercaptopropionaldehyd；3-sulfanylpropanal
• CAS: 20291-59-2
• 化学式: C₃H₆OS
• 分子量: 90.146
• InChiKey: BMYLOHDOJPEVOR-UHFFFAOYSA-N

物化性质

• 沸点：
  150.0±23.0 °C(Predicted)
• 密度：
  1.008±0.06 g/cm3(Predicted)
• 保留指数：
  756;756;756

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  5
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-mercaptopropanal 生成 丙烯醛
  参考文献：
  名称：

  CARLSEN, L.;EGSGAARD, H.;JORGENSEN, F. S.;NICOLAISEN, F., J. CHEM. SOC. PERKIN TRANS., 1984, N 4, 609-613

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-oxathiolane 生成 3-mercaptopropanal
  参考文献：
  名称：

  Carlsen, Lars; Egsgaard, Helge, Chemische Berichte, 1984, vol. 117, # 4, p. 1393 - 1399

  摘要：

  DOI：

文献信息

• Photocatalytic aerobic α-thiolation/annulation of carbonyls with mercaptobenzimidazoles
  作者：Xiaochen Ji、Muyun Tan、Mei Fu、Guo-Jun Deng、Huawen Huang

  DOI：10.1039/c9ob00625g

  日期：——

  A concise aerobic photocatalysis using a blue LED combined with a Lewis acid has been developed to enable α-thiolation/annulation of carbonyls. Inexpensive, nontoxic Rose Bengal was demonstrated as the best catalyst. Hence, this transition-metal-free protocol allows mild Csp3–S couplings with both ketones and aliphatic aldehydes with a range of compatible useful functionalities.

  已经开发出一种使用蓝色LED与路易斯酸相结合的简洁的好氧光催化技术，以使α-硫醇化/羰基环化成为可能。廉价，无毒的玫瑰红被证明是最好的催化剂。因此，这种无过渡金属的方案允许温和的Csp 3 –S与酮和脂族醛同时偶联，并具有一系列兼容的有用功能。
• 3-Mercaptopropanal
  作者：Lars Carlsen、Helge Egsgaard、Flemming S. Jørgensen、Flemming M. Nicolaisen

  DOI：10.1039/p29840000609

  日期：——

  Gaseous 3-mercaptopropanal, generated by thermal decomposition of the corresponding oligomer, has been characterized by i.r. and photoelectron spectroscopy, and mass spectrometry. The possibility of a 3-mercaptopropanal–thietan-2-ol equilibrium is discussed, as is the mechanism of unimolecular thermal decomposition.

  由相应的低聚物热分解产生的气态3-巯基丙醛已通过红外光谱和光电子能谱以及质谱进行了表征。讨论了3-巯基丙醛-噻吨-2-醇平衡的可能性，以及单分子热分解的机理。
• Synthesis and Sensorial Properties of Mercaptoaldehydes
  作者：Catherine Vermeulen、Sonia Collin

  DOI：10.1021/jf020468g

  日期：2002.9.1

  Mercaptoalcohols and mercaptoketones have been described in the past decade as relevant character impact compounds in various food products On the other hand very little is known of mercapto aldehydes Only 3 mercapto-2-methylpentanal and 3-mercaptohexanal have been found in onions and beef liver, respectively The aim of this work was to synthesize 13 mercaptoaldehydes not commercially available by combinatorial chemistry Chromatographic analyses of the mixture allowed the determination of their retention indices and mass spectroscopy fragments for further identification in foods Gas chromatography-olfactometry demonstrated how some of them are characterized by unusual odor and very low perception threshold.