heptafluoro-thiobutyric acid amide | 375-20-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代酰胺
• 英文名称: heptafluoro-thiobutyric acid amide
• 英文别名: Heptafluor-thiobuttersaeure-amid；2,2,3,3,4,4,4-Heptafluorobutanethioamide
• CAS: 375-20-2
• 化学式: C₄H₂F₇NS
• 分子量: 229.121
• InChiKey: XCHUDVPHMNHSBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  58.1
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  heptafluoro-thiobutyric acid amide 、 丁烯酮 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 以45%的产率得到2-(2,2,3,3,4,4,4-heptafluoropropyl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-4-ol
  参考文献：
  名称：

  由伯多氟链烷硫酰胺合成含氟的1,3-噻嗪衍生物

  摘要：

  新含氟-1,3-噻嗪衍生物通过初级polyfluoroalkanethioamides的具有在三氟化硼醚的存在下甲基乙烯基酮和乙基丙烯酸酯反应得到的。反应的结果依赖于α，β不饱和羰基化合物和多氟烷链长的类型。所获得的1，3-噻嗪的水解导致硫酯衍生物的形成。

  DOI：

  10.1016/j.jfluchem.2014.09.006
• 作为产物：
  描述：

  七氟丁酰脒 在 乙醚 、 硫化氢 作用下， 生成 heptafluoro-thiobutyric acid amide
  参考文献：
  名称：

  Reactions of Perfluoronitriles. I. Synthesis of Derivatives of Perfluoroamidines, N-Substituted Perfluoroamidines and Perfluorothioamides^1,2

  摘要：

  DOI：

  10.1021/ja01604a021

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.1, 1.1.2, page 10 - 27
  作者：

  DOI：——

  日期：——
• Acylation of primary polyfluoroalkanethioamides
  作者：Sergiy S. Mykhaylychenko、Nadiia V. Pikun、Yuriy G. Shermolovich

  DOI：10.1016/j.jfluchem.2012.05.008

  日期：2012.8

  The reaction conditions and the nature of acyl chloride strongly influence the outcome of the primary polyfluoroalkanethioamides acylation. Preparation of NH-acetyl polyfluoroalkanethioamides was achieved conducting the reactions in acetonitrile at -20 degrees C in the presence of pyridine. The reactions of polyfluoroalkanethioamides with 5-hydroperfluoropentanoyl chloride are efficient for the synthesis of NH-acyl derivatives when they were carried out in the absence of a base under heating at 100 degrees C. The obtained NH-acyl polyfluoroalkanethioamides enter into cycloaddition reactions with 2,3-dimethylbutadiene at room temperature. (C) 2012 Elsevier B.V. All rights reserved.
• Synthesis of 2-Aryl-4,5-Bis(Polyfluoroalkyl)Imidazoles from Polyfluoroalkanethiocarboxylic Acid Amides
  作者：Sergey S. Mykhaylychenko、Nadezhda V. Pikun、Eduard B. Rusanov、Yuriy G. Shermolovich

  DOI：10.1007/s10593-015-1669-6

  日期：2015.2

  Polyfluoroalkanethiocarboxylic acid amides react with aromatic aldehydes with the formation of bis(N-thioacyl)aminals. Treating the latter with acyl chlorides gives 2-aryl-substituted 4,5-bis(polyfluoroalkyl)imidazoles which constitutes a novel method of synthesizing these imidazole derivatives.
• Reactions of Perfluoronitriles. I. Synthesis of Derivatives of Perfluoroamidines, N-Substituted Perfluoroamidines and Perfluorothioamides^1,2
  作者：William L. Reilly、Henry C. Brown

  DOI：10.1021/ja01604a021

  日期：1956.12
• Synthesis of fluorine-containing 1,3-thiazine derivatives from primary polyfluoroalkanethioamides
  作者：Sergiy S. Mykhaylychenko、Nadiia V. Pikun、Eduard B. Rusanov、Yuriy G. Shermolovich

  DOI：10.1016/j.jfluchem.2014.09.006

  日期：2014.12

  New fluorine-containing 1,3-thiazine derivatives were obtained by the reactions of primary polyfluoroalkanethioamides with methyl vinyl ketone and ethyl acrylate in the presence of boron trifluoride etherate. The outcome of the reactions depends on the type of α,β-unsaturated carbonyl compound and the polyfluoroalkyl chain length. Hydrolysis of the obtained 1,3-thiazines leads to the formation of thioester

  新含氟-1,3-噻嗪衍生物通过初级polyfluoroalkanethioamides的具有在三氟化硼醚的存在下甲基乙烯基酮和乙基丙烯酸酯反应得到的。反应的结果依赖于α，β不饱和羰基化合物和多氟烷链长的类型。所获得的1，3-噻嗪的水解导致硫酯衍生物的形成。