methyl 3-hexyl-1H-pyrazole-5-carboxylate | 1594082-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 3-hexyl-1H-pyrazole-5-carboxylate
• 英文别名: methyl 5-hexyl-1H-pyrazole-3-carboxylate
• CAS: 1594082-76-4
• 化学式: C₁₁H₁₈N₂O₂
• 分子量: 210.276
• InChiKey: NCJGDBVUMURCOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,1,1-trichloro-4-methoxydec-3-en-2-one 在 盐酸肼 作用下， 生成 methyl 3-hexyl-1H-pyrazole-5-carboxylate
  参考文献：
  名称：

  Synthesis of Fatty Trichloromethyl-β-diketones and New 1H-Pyrazoles as Unusual FAMEs and FAEEs

  摘要：

  The efficient synthesis of new fatty 1,1,1-trichloro-4-methoxy-3-alken-2-ones [Cl3CC(O)C(R-2)=C(R-1)OMe, where R-1=n-hexyl, heptyl, nonyl, undecyl, tridecyl and R-2 = H] and 1,1,1-trichloro-2,4-alkanediones [Cl3CC(O)(CHRC)-C-2(O)R-1, where R-1 = n-pentyl and R-2 = Me, R-1 = Et and R-2 = n-butyl, R-1 = n-butyl and R-2 = n-propyl] in good yields (85-95%) from acetal acylation with trichloroacetyl chloride is reported. The fatty 1,1,1-trichloro-4-methoxy-3-alken-2-ones and 1,1,1-trichloro-2,4-alkanediones were reacted with hydrazine hydrochloride, leading to respective 1H-pyrazole-5-carboxylates, unusual class of fatty acid methyl (FAMEs) and ethyl (FAEEs) esters. Their structures were confirmed by elemental analysis and H-1 and C-13 nuclear magnetic resonance (NMR). The fatty 1,1,1-trichloro-4-methoxy-3-alken-2-ones and 1H-pyrazole derivatives are new oleochemicals with potentially interesting and differential properties.

  DOI：

  10.5935/0103-5053.20130237