4-acetylthio-3-hexanone | 1244571-15-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: 4-acetylthio-3-hexanone
• 英文别名: 4-thioacetyl-3-hexanone
• CAS: 1244571-15-0
• 化学式: C₈H₁₄O₂S
• 分子量: 174.264
• InChiKey: VQVZIBSRRVGSEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.02
• 重原子数：
  11.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-acetylthio-3-hexanone 在 sodium hydroxide 作用下， 以 乙醚 、 水 为溶剂， 反应 2.5h， 以59%的产率得到4-mercapto-3-hexanone
  参考文献：
  名称：

  Identification of Novel Aroma-Active Thiols in Pan-Roasted White Sesame Seeds

  摘要：

  Screening for aroma-active compounds in an aroma distillate obtained from freshly pan-roasted sesame seeds by aroma extract dilution analysis revealed 32 odorants in the FD factor range of 2-2048, 29 of which could be identified. The highest FD factors were found for the coffee-like smelling 2-furfurylthiol, the caramel-like smelling 4-hydroxy-2,5-dimethyl-3(2H)-furanone, the coffee-like smelling 2-thenylthiol (thiophen-2-yl-methylthiol), and the clove-like smelling 2-methoxy-4-vinylphenol. In addition, 9 odor-active thiols with sulfurous, meaty, and/or catty, black-currant-like odors were identified for the first time in roasted sesame seeds. Among them, 2-methyl-1-propene-1-thiol, (Z)-3-methyl-1-butene-1-thiol, (E)-3-methyl-1-butene-1-thiol, (Z)-2-methyl-1-butene-1-thiol, (E)-2-methyl-1-butene-1-thiol, and 4-mercapto-3-hexanone were previously unknown as food constituents. Their structures were confirmed by comparing their mass spectra and retention indices as well as their sensory properties with those of synthesized reference compounds. The relatively unstable 1-alkene-1-thiols represent a new class of food odorants and are suggested as the key contributors to the characteristic, but quickly vanishing, aroma of freshly ground roasted sesame seeds.

  DOI：

  10.1021/jf100623a
• 作为产物：
  描述：

  二乙基酮醇 、 potassium thioacetate 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-acetylthio-3-hexanone
  参考文献：
  名称：

  アセタール基を有するチオール化合物および該化合物を含有する香料組成物

  摘要：

  这段文字描述了一种含有酸素的二级脂肪醇，可以赋予肉、咖啡、芝麻香气、热带水果香气的香料组合物。

  公开号：

  JP2016017032A