phenyl(heptafluoroisopropyloxymethyl)ketone | 67535-60-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl(heptafluoroisopropyloxymethyl)ketone
• 英文别名: α-Perfluorisopropoxyacetophenon；2-(1,1,1,2,3,3,3-heptafluoropropan-2-yloxy)-1-phenylethanone
• CAS: 67535-60-8
• 化学式: C₁₁H₇F₇O₂
• 分子量: 304.164
• InChiKey: IXRNGXQMQONKOQ-UHFFFAOYSA-N

物化性质

• 沸点：
  252.1±40.0 °C(Predicted)
• 密度：
  1.413±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  phenyl(heptafluoroisopropyloxymethyl)ketone 在 N-溴代丁二酰亚胺(NBS) 、 对甲苯磺酸 作用下， 以 四氯化碳 为溶剂， 反应 24.0h， 以93%的产率得到(1-bromo-1-heptafluoroisopropyloxymethyl)phenylketone
  参考文献：
  名称：

  Efficient synthesis of 5′-fluoroalkoxythiazoles via α-bromo-α-fluoroalkoxyacetophenones Hantzsch type cyclization with thioureas or thioamides

  摘要：

  Novel alpha-fluoroalkoxyacetophenones were synthesized by addition of the readily available 2,2-dimethoxy-2-phenylethanol to fluoroolefins. alpha-Bromination yielded alpha-bromo-alpha-fluoroalkoxyacetophenones, which on treatment with thioureas or thioamides gave thiazoles with fluoroalkoxy groups at the 5'-position by the Hantzsch-type cyclization. This provides a versatile methodology for the construction of heterocycles from aliphatic fluoroalkoxy containing building blocks. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.01.005
• 作为产物：
  描述：

  cesium heptafluoroisopropoxide 、 2-溴苯乙酮 以 乙二醇二甲醚 为溶剂， 反应 24.0h， 以3.79 g的产率得到phenyl(heptafluoroisopropyloxymethyl)ketone
  参考文献：
  名称：

  Efficient synthesis of 5′-fluoroalkoxythiazoles via α-bromo-α-fluoroalkoxyacetophenones Hantzsch type cyclization with thioureas or thioamides

  摘要：

  Novel alpha-fluoroalkoxyacetophenones were synthesized by addition of the readily available 2,2-dimethoxy-2-phenylethanol to fluoroolefins. alpha-Bromination yielded alpha-bromo-alpha-fluoroalkoxyacetophenones, which on treatment with thioureas or thioamides gave thiazoles with fluoroalkoxy groups at the 5'-position by the Hantzsch-type cyclization. This provides a versatile methodology for the construction of heterocycles from aliphatic fluoroalkoxy containing building blocks. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.01.005