1-(2,6-dimethyl-4,5-dihydro-2H-cyclopentaoxazol-2-yl)-ethanone | 61133-63-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 1-(2,6-dimethyl-4,5-dihydro-2H-cyclopentaoxazol-2-yl)-ethanone
• 英文别名: 1-(2,6-dimethyl-4,5-dihydrocyclopenta[d][1,3]oxazol-2-yl)ethanone
• CAS: 61133-63-9
• 化学式: C₁₀H₁₃NO₂
• 分子量: 179.219
• InChiKey: PULCOFNMPHXMDY-UHFFFAOYSA-N

物化性质

• 沸点：
  72-75 °C(Press: 0.001 Torr)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-imino-2-methyl-1-cyclopenten-1-ol 、 2,3-丁二酮 生成 1-(2,6-dimethyl-4,5-dihydro-2H-cyclopentaoxazol-2-yl)-ethanone
  参考文献：
  名称：

  [在烤肉味中的烷基-5H-6,7-二氢环戊[b]吡嗪的鉴定。模拟反应用作天然产物形成和新合成的基础（作者译）。

  摘要：

  Identification of alkyl‐5H‐6,7‐dihydrococyclopenta[b]pyrazines in roasted meat flavor. Model reaction used as basis for natural product formation and new synthesis.Seven alkyl‐5H‐6,7‐dihydrocyclopenta[b]pyrazines have been identified in a roasted meat aroma obtained by thermolysis of the hydrosoluble flavor precursors of raw meat. Formation of these heterocyclics by condensation of hydroxycyclopentenones with aliphatic α‐dicarbonyl compounds in the presence of ammonia has been confirmed by a model reaction.Alkyl‐5H‐cyclopenta[b]pyrazines and dicyclopenta [b,e]pyrazines are also obtained from this reaction, but have not yet been identified in roasted flavors. Preparation of the intermediates of the model reaction enabled development of an economical synthesis of 2,3,5‐trimethyl‐5H‐6,7‐dihydrocyclopenta[b]pyrazine.

  DOI：

  10.1002/hlca.19760590703