5-tert-butyl-4-chloro-3-(4-chloro-2-fluoro-5-hydroxyphenyl)-4-oxazolin-2-one | 145858-74-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5-tert-butyl-4-chloro-3-(4-chloro-2-fluoro-5-hydroxyphenyl)-4-oxazolin-2-one
• 英文别名: 5-Tert-butyl-4-chloro-3-(4-chloro-2-fluoro-5-hydroxyphenyl)-1,3-oxazol-2-one
• CAS: 145858-74-8
• 化学式: C₁₃H₁₂Cl₂FNO₃
• 分子量: 320.148
• InChiKey: PYLQWOHHYUHMOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氯代环戊烷 、 5-tert-butyl-4-chloro-3-(4-chloro-2-fluoro-5-hydroxyphenyl)-4-oxazolin-2-one 在 potassium carbonate 作用下， 生成 5-tert-Butyl-4-chloro-3-(4-chloro-5-cyclopentyloxy-2-fluoro-phenyl)-3H-oxazol-2-one
  参考文献：
  名称：

  Synthesis and Herbicidal Activities of 4-Substituted 3-Aryl-5-tert-butyl-4-oxazolin-2-ones

  摘要：

  A series of novel 3-aryl-5-tert-butyl-4-chloro-4-oxazolin-2 (16) have been prepared and found to show significant herbicidal activity in the grams per are range against broadleaf and narrowleaf weeds. The key step in the introduction of the chlorine atom at the 4-position of the 4-chloro-4-oxazolin-2-one ring is dichlorination using chlorine gas and subsequent dehydrochlorination using diazabicyclo[5.4.0]undecene. 4-Alkylthio- and 4-methyl-4-oxazolin-2-one rings were synthesized from alpha-substituted alpha-bromopinacolone by cyclization reaction. Among the synthesized compounds, 5-tert-butyl-4-chloro-3-[4-chloro-2-fluoro-5-(2-propynyloxy)phenyl]-4-oxazolin-2-one (16h) showed the greatest activity against several weeds without damage to transplanted rice in the paddy field.

  DOI：

  10.1021/jf980281i
• 作为产物：
  描述：

  ethyl N-(4-chloro-2-fluoro-5-methoxycarbonylphenyl)carbamate 在 氯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 四氯化碳 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 5-tert-butyl-4-chloro-3-(4-chloro-2-fluoro-5-hydroxyphenyl)-4-oxazolin-2-one
  参考文献：
  名称：

  Synthesis and Herbicidal Activities of 4-Substituted 3-Aryl-5-tert-butyl-4-oxazolin-2-ones

  摘要：

  A series of novel 3-aryl-5-tert-butyl-4-chloro-4-oxazolin-2 (16) have been prepared and found to show significant herbicidal activity in the grams per are range against broadleaf and narrowleaf weeds. The key step in the introduction of the chlorine atom at the 4-position of the 4-chloro-4-oxazolin-2-one ring is dichlorination using chlorine gas and subsequent dehydrochlorination using diazabicyclo[5.4.0]undecene. 4-Alkylthio- and 4-methyl-4-oxazolin-2-one rings were synthesized from alpha-substituted alpha-bromopinacolone by cyclization reaction. Among the synthesized compounds, 5-tert-butyl-4-chloro-3-[4-chloro-2-fluoro-5-(2-propynyloxy)phenyl]-4-oxazolin-2-one (16h) showed the greatest activity against several weeds without damage to transplanted rice in the paddy field.

  DOI：

  10.1021/jf980281i