6-chloro-2-hydroxy-2-trifluoromethylchroman-4-one | 369631-61-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-chloro-2-hydroxy-2-trifluoromethylchroman-4-one
• 英文别名: 6-chloro-2-hydroxy-2-(trifluoromethyl)-2,3-dihydro-4H-chromen-4-one；6-chloro-2-hydroxy-2-(trifluoromethyl)-3H-chromen-4-one
• CAS: 369631-61-8
• 化学式: C₁₀H₆ClF₃O₃
• 分子量: 266.604
• InChiKey: XSIUPZCCHUQFKR-UHFFFAOYSA-N

物化性质

• 沸点：
  362.4±42.0 °C(Predicted)
• 密度：
  1.623±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-chloro-2-hydroxy-2-trifluoromethylchroman-4-one 在 盐酸 、 硫酸 、 硝酸 、 溶剂黄146 作用下， 反应 0.22h， 生成 6-chloro-5-nitro-2-trifluoromethylchromone
  参考文献：
  名称：

  摘要：

  Morpholine adds smoothly at the double bond of substituted 5- and 8-nitro-2-trifluoromethylchromones to form the corresponding 2-morpholino-2-trifluoromethylchroman-4-ones. 6- Methoxy-5-nitro-2-trifluoromethylchromone adds also benzylamine, whereas 7-methoxy-8-nitro -2-trifluoromethylchromone undergoes ring opening under the action of benzylamine to give 3-benzylamino-4,4,4-trifluoro-1 -(2-hydroxy-4-methoxy-3-nitrophenyl)but-2-en-1 -one.

  DOI：

  10.1023/a:1011357106750
• 作为产物：
  描述：

  2-羟基-5-氯苯乙酮 、 三氟乙酸乙酯 在 lithium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以87%的产率得到6-chloro-2-hydroxy-2-trifluoromethylchroman-4-one
  参考文献：
  名称：

  摘要：

  Morpholine adds smoothly at the double bond of substituted 5- and 8-nitro-2-trifluoromethylchromones to form the corresponding 2-morpholino-2-trifluoromethylchroman-4-ones. 6- Methoxy-5-nitro-2-trifluoromethylchromone adds also benzylamine, whereas 7-methoxy-8-nitro -2-trifluoromethylchromone undergoes ring opening under the action of benzylamine to give 3-benzylamino-4,4,4-trifluoro-1 -(2-hydroxy-4-methoxy-3-nitrophenyl)but-2-en-1 -one.

  DOI：

  10.1023/a:1011357106750

文献信息

• ——
  作者：V. Ya. Sosnovskikh、M. A. Barabanov、A. Yu. Sizov

  DOI：10.1023/a:1020960815497

  日期：——

  The reaction of 2-hydroxy-2-polyfluoroalkylchroman-4-ones with hydrazine affords 5-hydroxy-3-(2-hydroxyaryl)-5-polyfluoroalkyl-Delta(2)-pyrazolines, whereas 2-polyfluoroalkylchromones under similar conditions produce 3(5)-(2-hydroxyaryl)-5(3)-polyfluoroalkylpyrazoles. 5 - (2-Hydroxyaryl)-1-methyl-3-polyfluoroalkylpyrazoles were synthesized in the reaction with methylhydrazine, and the reaction with phenylhydrazine afforded regioisomeric 3(5)-(2-hydroxyphenyl)-1-phenyl-5(3)-polyfluoroalkylpyrazoles.
• ——
  作者：V. Ya. Sosnovskikh、B. I. Usachev

  DOI：10.1023/a:1011357106750

  日期：——

  Morpholine adds smoothly at the double bond of substituted 5- and 8-nitro-2-trifluoromethylchromones to form the corresponding 2-morpholino-2-trifluoromethylchroman-4-ones. 6- Methoxy-5-nitro-2-trifluoromethylchromone adds also benzylamine, whereas 7-methoxy-8-nitro -2-trifluoromethylchromone undergoes ring opening under the action of benzylamine to give 3-benzylamino-4,4,4-trifluoro-1 -(2-hydroxy-4-methoxy-3-nitrophenyl)but-2-en-1 -one.