ε-caprolactam trifluoroacetate | 868082-90-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: ε-caprolactam trifluoroacetate
• 英文别名: caprolactam trifluoroacetate；Trifluoroacetic acid--azepan-2-one (1/1)；azepan-2-one;2,2,2-trifluoroacetic acid
• CAS: 868082-90-0
• 化学式: C₂HF₃O₂*C₆H₁₁NO
• 分子量: 227.183
• InChiKey: CBHNJGAYZAOANS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.15
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  己内酰胺 、 三氟乙酸 以 甲醇 、 水 为溶剂， 生成 ε-caprolactam trifluoroacetate
  参考文献：
  名称：

  CO₂Solubilities in Amide-based Brønsted Acidic Ionic Liquids

  摘要：

  通过N,N-二乙基甲酰胺、N,N-二丁基甲酰胺、1-甲酰基哌啶和ε-己内酰胺与三氟乙酸的中和反应，制备了一类具有布仑斯惕酸特性的、疏水性离子液体，并展示了这些离子液体对CO2的物理吸收与评价。这些离子液体中CO2的溶解度受阳离子分子结构的影响，并随摩尔体积明显增加。基于体积单位的比较表明，这些离子液体中CO2的溶解度相对高于咪唑类离子液体中的溶解度。从313到333 K低压溶解度测试计算得到的亨利系数用于推导热力学量。溶解焓和熵可能对溶解度有同等贡献。

  DOI：

  10.5012/bkcs.2010.31.01.146

文献信息

• Effects of acidity and immiscibility of lactam-based Brønsted-acidic ionic liquids on their catalytic performance for esterification
  作者：Hancheng Zhou、Jing Yang、Linmin Ye、Haiqiang Lin、Youzhu Yuan

  DOI：10.1039/b921081d

  日期：——

  Several lactam-based Brønsted-acidic ionic liquids with different acidities were synthesized and applied to the esterification of carboxylic acids with alcohols. High conversion and perfect selectivity were obtained under mild conditions. Among the ionic liquids investigated, those having a methyl sulfonate anion (which has weaker acidity than those with a tetrafluoroborate anion) afforded the highest activity for esterification. The results indicated that the acidity and immiscibility of Brønsted-acidic ionic liquids has a synergistic effect on their esterification performance. Furthermore, after removal of water under vacuum, such ionic liquids could be reused several times without substantial loss of activity.

  合成了几种不同酸性的基于内酰胺的布朗斯台德酸性离子液体并将其应用于羧酸与醇的酯化反应。在温和条件下获得了高转化率和良好的选择性。在研究的离子液体中，那些具有甲磺酸根阴离子（其酸性比具有四氟硼酸根阴离子的酸性更弱）的离子液体在酯化反应中表现出最高的活性。结果表明，布朗斯台德酸性离子液体的酸性和不相容性对其酯化性能具有协同作用。此外，在真空下去除水分后，这些离子液体可以重复使用多次，活性几乎没有实质性损失。
• Bronsted acidic room temperature ionic liquids each having a N-protonated lactam cation and method for preparing the same
  申请人：Deng Youquan

  公开号：US20070021604A1

  公开（公告）日：2007-01-25

  The invention relates to a class of novel Brønsted acidic ionic liquids each having a lactam cation, and to a method for preparing the same through simple neutralization reaction of a lactam, which is available in large scale from industry, with a Brønsted inorganic or organic acid under room temperature. The properties of the lactam Brønsted acidic ionic liquids are as follows: they are water- and moisture-stable; they are more environmentally benign and lower cost than that of dialkylimidazolium salts; they have stronger Brønsted acidity and can be used as acidic catalysts and media instead of inorganic corrosive acids, such as concentrated sulfuric acid and hydrofluoric acid, in many acid-catalyzed reactions; and they can also be used as green media for extraction and separation.

  该发明涉及一类新型的Brønsted酸性离子液体，每种液体都具有一种内酰胺阳离子，并且通过将一种内酰胺与Brønsted无机酸或有机酸在室温下进行简单的中和反应来制备这种离子液体的方法。内酰胺Brønsted酸性离子液体的特性如下：它们具有耐水和耐潮湿的特性；它们比二烷基咪唑盐更环保且成本更低；它们具有更强的Brønsted酸性，可以用作酸性催化剂和介质，取代许多酸催化反应中的无机腐蚀性酸，如浓硫酸和氢氟酸；它们还可以用作萃取和分离的绿色介质。
• Ultrasound-Promoted Synthesis of ?-Amino Carbonyl Compounds via a Mannich Reaction Catalyzed by Ionic Liquids
  作者：Hua Qian、Wang Kai、Juejie Zhen

  DOI：10.2174/1570178613666151207195530

  日期：2016.2.9

  caprolactam-based Brønsted acidic ionic liquids under ultrasonic irradiation. Results: [Capl][BF4] was the most effective catalyst in the Mannich reaction, and good yields was gained within 2 6 h. The activity and stability of the catalyst was maintained very well even after five times, and ultrasound can effectively shorten the reaction time and enhance the yield at ambient condition. Conclusion: A convenient

  背景：曼尼希反应是有机合成中最重要的碳-碳键形成反应之一。传统方法需要大量的未绿色催化剂或更长的反应时间，这限制了它们的应用范围。因此，具有高活性和选择性的可回收催化剂受到高度赞赏，并且反应时间大大缩短也非常有吸引力。方法：通过以己内酰胺为基础的 Brønsted 酸性离子液体在超声辐照下催化的曼尼希反应，发现了一种高效、简便的制备一系列 β-氨基羰基化合物的方法。结果：[Capl][BF4]是曼尼希反​​应中最有效的催化剂，在2～6h内收率良好。催化剂的活性和稳定性在五次后仍能很好地保持，超声能有效缩短反应时间，提高常温下的产率。结论：设计了一种在超声辐照下使用酸性ILs催化剂进行曼尼希反应的简便方法，具有操作简单、反应时间短和收率高等优点。曼尼希反应在没有甲苯或乙醇等有机溶剂存在的情况下发生。本文报道的新合成方法将对环境友好化学主题做出可观的贡献，可用于工业应用。反应时间短，收率高。曼
• Brønsted acidic room temperature ionic liquids each having a N-protonated lactam cation and method for preparing the same
  申请人：Lanzhou Institute of Chemical Physics Chinese Academy of Sciences

  公开号：US07220869B2

  公开（公告）日：2007-05-22

  The invention relates to a class of novel Brønsted acidic ionic liquids each having a lactam cation, and to a method for preparing the same through simple neutralization reaction of a lactam, which is available in large scale from industry, with a Brønsted inorganic or organic acid under room temperature. The properties of the lactam Brønsted acidic ionic liquids are as follows: they are water- and moisture-stable; they are more environmentally benign and lower cost than that of dialkylimidazolium salts; they have stronger Brønsted acidity and can be used as acidic catalysts and media instead of inorganic corrosive acids, such as concentrated sulfuric acid and hydrofluoric acid, in many acid-catalyzed reactions; and they can also be used as green media for extraction and separation.

  本发明涉及一类新型的Brønsted酸性离子液体，每种离子液体都具有内酰胺阳离子，并且通过在室温下使用从工业中大规模生产的内酰胺与Brønsted无机或有机酸进行简单的中和反应制备。内酰胺Brønsted酸性离子液体的性质如下：它们具有耐水和耐潮湿性；它们比二烷基咪唑盐更环保且成本更低；它们具有更强的Brønsted酸性，可以在许多酸催化反应中代替无机腐蚀性酸，如浓硫酸和氢氟酸，作为酸催化剂和介质使用；它们还可以用作绿色媒介进行提取和分离。
• US7220869B2
  申请人：——

  公开号：US7220869B2

  公开（公告）日：2007-05-22