5-十七烷基-3-甲基-1,2-恶唑 | 649721-03-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-十七烷基-3-甲基-1,2-恶唑
• 英文名称: 5-heptadecyl-3-methylisoxazole
• 英文别名: Isoxazole, 5-heptadecyl-3-methyl-；5-heptadecyl-3-methyl-1,2-oxazole
• CAS: 649721-03-9
• 化学式: C₂₁H₃₉NO
• 分子量: 321.547
• InChiKey: UJNZHXCMYWVDOJ-UHFFFAOYSA-N

物化性质

• 熔点：
  47-48 °C
• 沸点：
  420.1±14.0 °C(Predicted)
• 密度：
  0.887±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  23
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  硬酯酸甲酯C18 在 硫酸 、 盐酸羟胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 生成 5-十七烷基-3-甲基-1,2-恶唑
  参考文献：
  名称：

  由FA酯制备脂肪族3,5-二取代异恶唑化合物

  摘要：

  AbstractLong‐chain fatty compounds containing an isoxazole heterocyclic ring system substituted at the 3‐ and 5‐ring positions were prepared in moderate to good yields (40–64%) in one pot by condensing FA esters such as methyl palmitate, stearate, oleate, or linoleate with the lithiated anion of N‐(isopropylidene)isopropylamine followed by dehydrative cyclization. This approach allows readily available FA esters to be utilized and incorporated into the construction of the isoxazole ring system. These novel products were isolated then characterized by NMR, IR spectroscopy, GC‐MS, and m.p. Mass spectra of the fatty isoxazole compounds, derived utilizing EI ionization, showed distinctive cleavage patterns that occurred uniformly along the fatty alkyl chain allowing the position of double bonds to be readily located. Two prominent ions at m/z 97 and 110 were common to all the fatty isoxazole compounds examined and were presumably from a McLafferty rearrangement and a cyclization displacement reaction, respectively.

  DOI：

  10.1007/s11746-003-0762-5