N-benzyl-N-(trifluoromethanesulfonyl)-(phenylsulfanyl)difluoromethanesulfonamide | 1002723-90-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: N-benzyl-N-(trifluoromethanesulfonyl)-(phenylsulfanyl)difluoromethanesulfonamide
• 英文别名: N-benzyl-difluoro-(phenylsulfanyl)-N-trifluoromethanesulfonylmethanesulfonamide；N-benzyl-N-[difluoro(phenylsulfanyl)methyl]sulfonyl-1,1,1-trifluoromethanesulfonamide
• CAS: 1002723-90-1
• 化学式: C₁₅H₁₂F₅NO₄S₃
• 分子量: 461.455
• InChiKey: OXVXSSHQIVPWLD-UHFFFAOYSA-N

物化性质

• 熔点：
  80-84 °C
• 沸点：
  456.5±55.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-(trifluoromethanesulfonyl)-(phenylsulfanyl)difluoromethanesulfonamide 在 lithium hydroxide 作用下， 以 乙醇 为溶剂， 以85%的产率得到lithium N-(trifluoromethanesulfonyl)-(phenylsulfanyl)difluoromethanesulfonamide
  参考文献：
  名称：

  新型氟化锂和铵磺酰亚胺的高效制备

  摘要：

  据报道，由相应的磺酰氟有效地制备了新的氟化锂和铵磺酰亚胺。这些磺酰氟与苄胺反应，然后三氟甲磺酸。由于氟化磺酰亚胺的高离去能力，所形成的N-苄基磺酰亚胺简单地用醇脱苄基。最后，中间体氧鎓磺酰亚胺被各种碱原位中和。所获得的磺酰亚胺是锂电池或燃料电池的潜在电解质。

  DOI：

  10.1021/jo800272q
• 作为产物：
  描述：

  difluoro(phenylsulfanyl)methanesulfonyl fluoride 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 21.5h， 生成 N-benzyl-N-(trifluoromethanesulfonyl)-(phenylsulfanyl)difluoromethanesulfonamide
  参考文献：
  名称：

  Syntheses of a wide family of new aryl based perfluorosulfonimide lithium salts. Electrochemical performances of the related polymer electrolytes

  摘要：

  This paper reports both on a general multistep synthesis of a wide family of aryl substituted perfluorosulfonimides and on a preliminary electrochemical investigation of two lithium salts hosted by a poly(oxyethylene) homopolymer. Both salts have a cationic transference number more than twice that of LiTFSI. Additionally, one of these salts exhibits markedly higher cationic conductivities than POE/LiTFSI electrolytes. These preliminary data are very encouraging as, thanks to the aryl moiety, a wide variety of salts can be considered in order to still improve the performances of polymer electrolytes. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.06.041

文献信息

• AROMATIC SULPHONYLIMIDES, PREPARATION THEREOF AND USE THEREOF AS ELECTROLYTE
  申请人：Sanchez Jean-Yves

  公开号：US20100174113A1

  公开（公告）日：2010-07-08

  The invention relates to a process for preparing aromatic sulphonylimides, to the sulphonylimides obtained, and to the use thereof as salt of an electrolyte. The sulphonylimides correspond to the formula [R—SO 2 —N—SO 2 R′] r M (I). R′ is an ArZL- group. R′ is a perfluoroalkyl group or an ArZL- group. Z is an S, SO or SO 2 group. L is a —(CF 2 ) n —CFR f — group. n is 0 or 1; R f represents F or a C 1 to C 8 perfluoroalkyl group; Ar is an aromatic group. M represents H, an alkali metal cation, an alkaline earth metal cation, a trivalent or tetravalent metal cation, or an organic cation. The process consists in preparing a compound RSO2N(R′)SO2R′ from RSO 2 F, and in replacing the group R′ by nucleophilic substitution reaction so as to obtain the compound (I), R′ being a benzyl or trimethylsilyl group.

  该发明涉及一种制备芳香磺酰亚胺的方法，所得的磺酰亚胺以及将其用作电解质盐。磺酰亚胺对应于式[R—SO2—N—SO2R′]rM（I）。R′是ArZL-基团。R′是全氟烷基基团或ArZL-基团。Z是S、SO或SO2基团。L是—(CF2)n—CFRf—基团。n为0或1；Rf代表F或C1到C8的全氟烷基基团；Ar是芳香族基团。M代表H、碱金属阳离子、碱土金属阳离子、三价或四价金属阳离子或有机阳离子。该方法包括从RSO2F制备化合物RSO2N(R′)SO2R′，并通过亲核取代反应将基团R′替换为以获得化合物（I），其中R′是苄基或三甲基硅基团。
• PROCÉDÉ DE PRÉPARATION DE SULFONYLIMIDURES AROMATIQUES
  申请人：Institut National Polytechnique de Grenoble

  公开号：EP2084166B1

  公开（公告）日：2017-11-22
• US8853448B2
  申请人：——

  公开号：US8853448B2

  公开（公告）日：2014-10-07
• [EN] AROMATIC SULPHONYLIMIDES, PREPARATION THEREOF AND USE THEREOF AS ELECTROLYTE.<br/>[FR] SULFONYLIMIDURES AROMATIQUES, LEUR PREPARATION ET LEUR UTILISATION COMME ELECTROLYTE.
  申请人：INST NAT POLYTECH GRENOBLE

  公开号：WO2008009814A1

  公开（公告）日：2008-01-24

  [EN] The invention relates to a process for preparing aromatic sulphonylimides, to the sulphonylimides obtained, and to the use thereof as salt of an electrolyte. The sulphonylimides correspond to the formula [R-SO₂-N-SO₂R']_rM (I). R' is an ArZL- group. R' is a perfluoroalkyl group or an ArZL- group. Z is an S, SO or SO₂ group. L is a -(CF₂)_n-CFR^f- group. n is 0 or 1; R^f represents F or a C₁ to C₈ perfluoroalkyl group; Ar is an aromatic group. M represents H, an alkali metal cation, an alkaline earth metal cation, a trivalent or tetravalent metal cation, or an organic cation. The process consists in preparing a compound RSO2N(R')SO₂R' from RSO₂F, and in replacing the group R' by nucleophilic substitution reaction so as to obtain the compound (I), R' being a benzyl or trimethylsilyl group.
  [FR] L'invention concerne un procédé de préparation de suif onylimidures aromatiques, les suif onylimidures obtenus, et leur utilisation comme sel d'un électrolyte. Les suif onylimidure répondent à la formule formule [R-SO₂-N-SO₂R']_rM (I). R' est un groupe ArZL-. R' est un groupe perfluoroalkyle ou un groupe ArZL-. Z est un groupe S, SO, ou SO₂. L est un groupe - (CF₂) _n-CFR^f-. n est 0 ou 1; R^f représente F ou groupe perfluoroalkyle en C₁ à C₈; Ar est un groupement aromatique. M représente H, un cation de métal alcalin, de métal alcalino-terreux, de métal trivalent ou tétravalent, ou un cation organique. Le procédé consiste à préparer un composé RSO2N (R") SO₂R' à partir de RSO₂F, et à remplacer le groupe R" par une réaction de substitution nucléophile pour obtenir le composé (I), R" étant un groupe benzyle ou triméthylsilyle.
• Efficient Preparation of New Fluorinated Lithium and Ammonium Sulfonimides
  作者：Fabien Toulgoat、Bernard. R. Langlois、Maurice Médebielle、Jean-Yves Sanchez

  DOI：10.1021/jo800272q

  日期：2008.7.1

  An efficient preparation of new fluorinated lithium and ammonium sulfonimides, from the corresponding sulfonyl fluorides, is reported. These sulfonyl fluorides are reacted with benzylamine, then triflated. Due to the high leaving ability of fluorinated sulfonimides, the formed N-benzylsulfonimides are simply debenzylated with an alcohol. Finally, the intermediate oxonium sulfonimides are neutralized

  据报道，由相应的磺酰氟有效地制备了新的氟化锂和铵磺酰亚胺。这些磺酰氟与苄胺反应，然后三氟甲磺酸。由于氟化磺酰亚胺的高离去能力，所形成的N-苄基磺酰亚胺简单地用醇脱苄基。最后，中间体氧鎓磺酰亚胺被各种碱原位中和。所获得的磺酰亚胺是锂电池或燃料电池的潜在电解质。