3-(2-hydroxyethyl)-5-phenylisoxazoline | 16791-62-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2-hydroxyethyl)-5-phenylisoxazoline
• 英文别名: 3-<β-Hydroxy-ethyl>-5-phenyl-Δ²-isoxazolin；2-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-ethanol；2-(5-Phenyl-4,5-dihydro-1,2-oxazol-3-yl)ethanol
• CAS: 16791-62-1
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: FZBVHNOCMYWVSA-UHFFFAOYSA-N

物化性质

• 沸点：
  334.1±52.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯乙烯 、 1-氯-3-硝基丙烷 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 3-(2-hydroxyethyl)-5-phenylisoxazoline
  参考文献：
  名称：

  Cycloaddition/Ring opening of 3-unsubstituted cyclic nitronates, isoxazoline and 5,6-dihydro-4H-1,2-oxazineN-oxides, as synthetic equivalents of functionalized nitrile oxides

  摘要：

  omega-Halo-alpha-nitropropane and -butane are cyclized with a base to form cyclic nitronates as labile 1,3-dipoles. They can be trapped by a variety of monosubstituted ethenes to give 3-(2-hydroxyethyl)isoxazolines or perhydroisoxazolo[2,3-b]o-oxazines depending upon the ring size of nitronates. The latter ring-fused heterocycles are transformed by treatment with an acid into 3-(3-hydroxypropyl)isoxazolines in good yields. Therefore, these cyclic nitronates are useful synthetic equivalents of functionalized nitrile oxides. Isolation of 5,6-dihydro-4H-1,2-oxazine N-oxide and their regio- and stereoselective cycloadditions are also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01903-0

文献信息

• Tartakovskii,V.A. et al., Journal of Organic Chemistry USSR (English Translation), 1967, vol. 3, p. 730 - 737
  作者：Tartakovskii,V.A. et al.

  DOI：——

  日期：——