N-benzyl-2,2-difluoroacetamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzyl-2,2-difluoroacetamide
• 化学式: C₉H₉F₂NO
• mdl: MFCD00983282
• 分子量: 185.173
• InChiKey: RJPPIZDHFDMCDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二氟乙酸 、 苄胺 在 ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以67%的产率得到N-benzyl-2,2-difluoroacetamide
  参考文献：
  名称：

  XtalFluor-E, an Efficient Coupling Reagent for Amidation of Carboxylic Acids

  摘要：

  Amides were produced from carboxylic acids and amines by using XtalFluor-E as an activator. Even poorly reactive carboxylic acids can be transformed to amides. In addition, optically active amines and/or carboxylic acids were not epimerized/racemized during the process.

  DOI：

  10.1021/ol400045d

文献信息

• Kinetics and mechanism of aminolysis of aliphatic esters in aprotic solvents
  作者：Agu-Tõnis Talvik、Ants Tuulmets、Evi Vaino

  DOI：10.1002/(sici)1099-1395(199910)12:10<747::aid-poc188>3.0.co;2-m

  日期：1999.10

  Kinetic studies were carried out on the aminolysis reactions of substituted aliphatic esters in a variety of aprotic solvents. The reaction rate is strongly affected by inductive and steric effects of substituents in the acyl group, rising more than 10(4)-fold from cyanoacetate to trifluoroacetate. The quantitative treatment of solvent effects revealed a rate decrease by the polarity and pi-basicity of the solvents, and also an accelerating effect of the polarizability of solvents. Cyclic transition states were assumed for both the first and second-order (in amine) reactions. Copyright (C) 1999 John Wiley & Sons, Ltd.
• HETEROCYCLIC COMPOUNDS, INTERMEDIATES THEREOF AND ELASTASE INHIBITORS
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：EP1157998B1

  公开（公告）日：2004-02-11
• US6835714B1
  申请人：——

  公开号：US6835714B1

  公开（公告）日：2004-12-28
• XtalFluor-E, an Efficient Coupling Reagent for Amidation of Carboxylic Acids
  作者：Aurélie Orliac、Domingo Gomez Pardo、Agnès Bombrun、Janine Cossy

  DOI：10.1021/ol400045d

  日期：2013.2.15

  Amides were produced from carboxylic acids and amines by using XtalFluor-E as an activator. Even poorly reactive carboxylic acids can be transformed to amides. In addition, optically active amines and/or carboxylic acids were not epimerized/racemized during the process.