heptafluorobutyrylmorpholine | 425-20-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: heptafluorobutyrylmorpholine
• 英文别名: N-heptafluorobutyryl morpholine；4-heptafluorobutyryl-morpholine；4-Heptafluorbutyryl-morpholin；N-Heptafluorobutyrylmorpholine；2,2,3,3,4,4,4-heptafluoro-1-morpholin-4-ylbutan-1-one
• CAS: 425-20-7
• 化学式: C₈H₈F₇NO₂
• 分子量: 283.146
• InChiKey: MKGSIZTXMDXSMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  heptafluorobutyrylmorpholine 在 phosphorus pentasulfide 、 六甲基二硅氧烷 作用下， 以 甲苯 为溶剂， 以80%的产率得到2,2,3,3,4,4,4-Heptafluoro-1-(morpholin-4-yl)butane-1-thione
  参考文献：
  名称：

  Oxidation and chlorination reactions of perfluoroketene-N,S-acetals

  摘要：

  The paper presents the results of the investigation of oxidation and chlorination reactions of perfluoroketene-N,S-acetals. Oxidation reactions of perfluoroketene-N,S-acetals proved to be dependent on the nature of oxidizing agent and led to the formation of corresponding sulfone in the case of m-chloroperbenzoic acid or amides of alpha-H-perfluoroalkane carboxylic acids in the case of tert-butyl hydroperoxide or hydrogen peroxide. Reaction of 1-tert-butylsulfanyl-2,3,3,4,4,4-hexafluoro-1-[N-methyl,N-((S)-alpha-methylbenzyl)amino]-but-1-ene with sulfuryl chloride demonstrated the chlorination of perfluoroketene-N,S-acetals as a new approach in the synthesis of chiral alpha-chloro perfluoroalkane carboxylic acid amides. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.06.019
• 作为产物：
  描述：

  吗啉 、 庚氟丁酸乙酯 生成 heptafluorobutyrylmorpholine
  参考文献：
  名称：

  Reactions of Amines with Esters of Polyhalogenated Acids

  摘要：

  DOI：

  10.1021/ja01629a090

文献信息

• <i>N</i>-Acylbenzotriazoles:  Neutral Acylating Reagents for the Preparation of Primary, Secondary, and Tertiary Amides
  作者：Alan R. Katritzky、Hai-Ying He、Kazuyuki Suzuki

  DOI：10.1021/jo000792f

  日期：2000.12.1

  Readily available N-acylbenzotriazoles 2a-q efficiently acylate aqueous ammonia and primary and secondary amines to give primary, secondary, and tertiary amides in good to excellent yields. The wide applicability of the procedure is illustrated by the preparation of (i) alpha-hydroxyamides from alpha-hydroxy acids and of (ii) perfluoroalkylated amides.

  易于获得的N-酰基苯并三唑2a-q有效地酰化氨水和伯胺和仲胺，从而以良好或优异的收率得到伯，仲和叔酰胺。该方法的广泛适用性通过（i）由α-羟基酸制备α-羟基酰胺和（ii）全氟烷基化酰胺来说明。
• The Wittig reaction of perfluoro acid derivatives: access to fluorinated enol ethers, enamines, and ketones
  作者：Jean Pierre Begue、Daniele Bonnet-Delpon、Dany Mesureur、Gerard Nee、Sheng Wen Wu

  DOI：10.1021/jo00040a017

  日期：1992.7

  The preparation of novel perfluoroalkyl-substituted compounds in good yields is described. This preparation involves the Wittig reaction of a phosphonium ylide with perfluoroalkyl acid derivatives. The influence of the structure of the starting alkylidenetriphenylphosphoranes, the perfluoroalkyl reagents, and the reaction conditions has been investigated. Trifluoroacetamides lead to a Z/E mixture of enamines 3. Perfluoroalkyl esters (Rf = CF3, C2F5, C3F7, C7F15, CF2Cl) lead to only the (Z)-enol ethers 8-12 when reactions are performed with NaNH2 as a base and to 1-perfluoroalkyl ketones 13-17 when reactions are performed with BuLi.
• Reactions of Amines with Esters of Polyhalogenated Acids
  作者：Madeleine M. Joullié

  DOI：10.1021/ja01629a090

  日期：1955.12
• Oxidation and chlorination reactions of perfluoroketene-N,S-acetals
  作者：Sergiy S. Mykhaylychenko、Jean-Philippe Bouillon、Yuriy G. Shermolovich

  DOI：10.1016/j.jfluchem.2009.06.019

  日期：2009.10

  The paper presents the results of the investigation of oxidation and chlorination reactions of perfluoroketene-N,S-acetals. Oxidation reactions of perfluoroketene-N,S-acetals proved to be dependent on the nature of oxidizing agent and led to the formation of corresponding sulfone in the case of m-chloroperbenzoic acid or amides of alpha-H-perfluoroalkane carboxylic acids in the case of tert-butyl hydroperoxide or hydrogen peroxide. Reaction of 1-tert-butylsulfanyl-2,3,3,4,4,4-hexafluoro-1-[N-methyl,N-((S)-alpha-methylbenzyl)amino]-but-1-ene with sulfuryl chloride demonstrated the chlorination of perfluoroketene-N,S-acetals as a new approach in the synthesis of chiral alpha-chloro perfluoroalkane carboxylic acid amides. (C) 2009 Elsevier B.V. All rights reserved.