1,1,1,3,3,3-hexafluoropropan-2-yl cyclohexanecarboxylate | 1431386-94-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,1,1,3,3,3-hexafluoropropan-2-yl cyclohexanecarboxylate
• 英文别名: Cyclohexane-1-carboxylic acid 1-(trifluoromethyl)-2,2,2-trifluoroethyl ester
• CAS: 1431386-94-5
• 化学式: C₁₀H₁₂F₆O₂
• 分子量: 278.194
• InChiKey: NGPNALABWZVOKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,1,1,3,3,3-hexafluoropropan-2-yl cyclohexanecarboxylate 、 2-苯乙胺 以 乙腈 为溶剂， 反应 4.0h， 以98%的产率得到N-phenethylcyclohexanecarboxamide
  参考文献：
  名称：

  TEMPO-Catalyzed Oxidative Amidation of Alcohols via Hexa­fluoroisopropyl Esters

  摘要：

  Stepwise oxidative amidation of alcohols using trichloroisocyanuric acid, a catalytic amount of TEMPO in combination with pyridine and hexafluoroisopropyl (HFIP) alcohol followed by amines is described. This procedure used HFIP esters as activating esters which were found to be very efficient acylating agents for amide bond formation. This process is compatible with a number of functional groups and acid-sensitive protecting groups.

  DOI：

  10.1055/s-0034-1381056
• 作为产物：
  描述：

  六氟异丙醇 、 环己甲醇 在 2,2,6,6-四甲基哌啶氧化物 、 三氯异氰尿酸 、 碳酸氢钠 、 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以65%的产率得到1,1,1,3,3,3-hexafluoropropan-2-yl cyclohexanecarboxylate
  参考文献：
  名称：

  TEMPO-Catalyzed Oxidative Amidation of Alcohols via Hexa­fluoroisopropyl Esters

  摘要：

  Stepwise oxidative amidation of alcohols using trichloroisocyanuric acid, a catalytic amount of TEMPO in combination with pyridine and hexafluoroisopropyl (HFIP) alcohol followed by amines is described. This procedure used HFIP esters as activating esters which were found to be very efficient acylating agents for amide bond formation. This process is compatible with a number of functional groups and acid-sensitive protecting groups.

  DOI：

  10.1055/s-0034-1381056

文献信息

• Oxidative Esterification of Aldehydes Using a Recyclable Oxoammonium Salt
  作者：Christopher B. Kelly、Michael A. Mercadante、Rebecca J. Wiles、Nicholas E. Leadbeater

  DOI：10.1021/ol400785d

  日期：2013.5.3

  aldehydes to hexafluoroisopropyl (HFIP) esters using the oxoammonium salt 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (1a) is reported. These esters can be readily transformed into a variety of other functional groups. The spent oxidant (1b) can be recovered and conveniently reoxidized to regenerate the oxoammonium salt, 1a.

  报道了一种简单，高产，快速的路线，可使用4-乙酰氨基-2,2,6,6-四甲基哌啶-1-氧代四氟硼酸氧铵盐（1a）将多种醛氧化酯化为六氟异丙基（HFIP）酯。。这些酯可以容易地转化成多种其他官能团。可以回收用过的氧化剂（1b）并方便地将其重新氧化，以再生氧铵盐1a。
• TEMPO-Catalyzed Oxidative Amidation of Alcohols via Hexa­fluoroisopropyl Esters
  作者：Jean-Michel Vatèle

  DOI：10.1055/s-0034-1381056

  日期：——

  Stepwise oxidative amidation of alcohols using trichloroisocyanuric acid, a catalytic amount of TEMPO in combination with pyridine and hexafluoroisopropyl (HFIP) alcohol followed by amines is described. This procedure used HFIP esters as activating esters which were found to be very efficient acylating agents for amide bond formation. This process is compatible with a number of functional groups and acid-sensitive protecting groups.