6,6,6-trifluoro-5-hydroxy-5-(trifluoromethyl)-3-hexanone | 863708-12-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,6,6-trifluoro-5-hydroxy-5-(trifluoromethyl)-3-hexanone
• 英文别名: 6,6,6-trifluoro-5-hydroxy-5-(trifluoromethyl)hexan-3-one
• CAS: 863708-12-7
• 化学式: C₇H₈F₆O₂
• 分子量: 238.13
• InChiKey: LSMFFSBJGMOKSL-UHFFFAOYSA-N

物化性质

• 沸点：
  75-76 °C(Press: 50 Torr)
• 密度：
  1.388±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6,6,6-trifluoro-5-hydroxy-5-(trifluoromethyl)-3-hexanone 在 Ru-carbon 氢气 作用下， 以 异丙醚 为溶剂， 85.0 ℃ 、600.01 kPa 条件下， 反应 6.0h， 以86%的产率得到1,1,1-三氟-2-(三氟甲基)-2,4-己二醇
  参考文献：
  名称：

  The cross-aldol reaction of hexafluoroacetone (HFA) with ketones catalyzed by an acid

  摘要：

  The cross-aldol reactions of hexafluoroacetone (HFA) and ketones using an acid catalyst are reported. When concentrated sulfuric acid was employed as the catalyst, HFA reacted regioselectively with various ketones at 50-100 degrees C to give the aldol adducts (6) in good yields. The reaction is initiated by an acid-catalyzed transformation of the ketone into the corresponding enol that reacts with HFA. The obtained adducts (6) can be reduced with hydrogen under a Ru/C catalyst to lead to the corresponding fluorine-containing diols (13).(c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.03.011
• 作为产物：
  描述：

  六氟丙酮 、 丁酮 在 硫酸 作用下， 50.0~60.0 ℃ 、500.01 kPa 条件下， 以52%的产率得到6,6,6-trifluoro-5-hydroxy-5-(trifluoromethyl)-3-hexanone
  参考文献：
  名称：

  The cross-aldol reaction of hexafluoroacetone (HFA) with ketones catalyzed by an acid

  摘要：

  The cross-aldol reactions of hexafluoroacetone (HFA) and ketones using an acid catalyst are reported. When concentrated sulfuric acid was employed as the catalyst, HFA reacted regioselectively with various ketones at 50-100 degrees C to give the aldol adducts (6) in good yields. The reaction is initiated by an acid-catalyzed transformation of the ketone into the corresponding enol that reacts with HFA. The obtained adducts (6) can be reduced with hydrogen under a Ru/C catalyst to lead to the corresponding fluorine-containing diols (13).(c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.03.011

文献信息

• Processes for producing fluorine-containing 2,4-diols and their derivatives
  申请人：Komata Takeo

  公开号：US20050215836A1

  公开（公告）日：2005-09-29

  A process for producing a fluorine-containing 2,4-diol represented by the formula [4], wherein R 1 represents a hydrogen atom or an acyclic or cyclic alkyl group having a carbon atom number of 1 to 7; R 2 represents an acyclic or cyclic alkyl group having a carbon atom number of 1 to 7, a phenyl group, or a substituted phenyl group; and R 1 and R 2 are optionally bonded to each other to form a ring, includes reducing a hydroxy ketone represented by the formula [3], wherein R 1 and R 2 are defined as above, by hydrogen in the presence of a ruthenium catalyst.

  生产一种由下式表示的含氟2,4-二醇的方法， 其中R1代表氢原子或具有1至7个碳原子的非环状或环状烷基基团；R2代表具有1至7个碳原子的非环状或环状烷基基团、苯基或取代苯基；且R1和R2可以选择地相互连接以形成环，包括在钌催化剂存在下用氢还原由下式表示的羟基酮， 其中R1和R2如上定义。
• US7205443B2
  申请人：——

  公开号：US7205443B2

  公开（公告）日：2007-04-17