N-(pentafluorophenyl)-benzimidoyl chloride | 87228-28-2

• 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-(pentafluorophenyl)-benzimidoyl chloride
• 英文别名: N-(pentafluorophenyl)benzimidoyl chloride；N-Pentafluorophenylbenzimidoyl chloride；N-(Pentafluorophenyl)benzenecarboximidoyl chloride；N-(2,3,4,5,6-pentafluorophenyl)benzenecarboximidoyl chloride
• CAS: 87228-28-2
• 化学式: C₁₃H₅ClF₅N
• 分子量: 305.634
• InChiKey: FKCHMKHTCSVWOE-UHFFFAOYSA-N

物化性质

• 熔点：
  76-77 °C
• 沸点：
  353.1±52.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(pentafluorophenyl)-benzimidoyl chloride 以 环丁砜 、 乙腈 为溶剂， 反应 49.0h， 生成 2-Phenyl-4,5,6,7-tetrafluorobenzothiazole
  参考文献：
  名称：

  多氟芳族亚氨基酰氯衍生物与S-亲核试剂的反应

  摘要：

  的相互作用Ñ -pentafluorophenylcarbonimidoyl二氯化物，Ñ -pentafluorophenylbenzimidoyl酰氯和Ñ -pentafluorophenyl（C-五氟苯基）亚氨酰氯与S-亲核试剂硫脲，钠盐N，N- -diethyldithiocarbamate，在存在硫代羰基二氟化物和双（三氟甲基）三硫代碳酸酯研究了在无水K 2 CO 3存在下的CsF或AgSCF 3，或苯硫酚和多氟化苯酚。在碱的存在下，与带电荷的S-亲核试剂和与S-亲核试剂的反应进行，从而在反应产物中保留了NC多重键。通过改变反应条件N-五氟苯基-汽车-亚氨基二氯可以取代一个或两个氯，得到一或二硫代亚氨酸酯。当C 6 ˚F 5或SC 6 ˚F 5个基团存在于该NC多重键的C原子，所述的优先的取代对位-氟原子发生。半经验PM3计算数据用于解释这些反应的方向。N-五氟苯基碳亚氨基二氯与N

  DOI：

  10.1016/0022-1139(96)03465-3
• 作为产物：
  描述：

  N-(五氟苯基)苯甲酰胺 在 五氯化磷 作用下， 以 二氯甲烷 为溶剂， 生成 N-(pentafluorophenyl)-benzimidoyl chloride
  参考文献：
  名称：

  Fluorinated Bis(phenoxyketimine)titanium Complexes for the Living, Isoselective Polymerization of Propylene:  Multiblock Isotactic Polypropylene Copolymers via Sequential Monomer Addition

  摘要：

  A series of bis(phenoxyketimine)titanium dichloride complexes were synthesized and evaluated as catalysts for living, isoselective propylene polymerization upon activation with methylaluminoxane (MAO). Catalysts bearing phenoxyketimine ligands with different substituents at the ortho and para. positions of the phenolate ring and substituents at the ketimine carbon were investigated. The identity of the ketimine substituent had the largest effect on the activity and isoselectivity of propylene polymerization. Complex 12/MAO promoted the living, isoselective polymerization of propylene ([m(4)] = 0.73, alpha = 0.94). This catalyst system was used for the synthesis of a number of block copolymers featuring isotactic polypropylene semicrystalline blocks and poly(ethylene-co-propylene) amorphous blocks. Several triblock samples with varying block lengths, a pentablock, and a heptablock copolymer were synthesized. Mechanical testing has revealed that each is elastomeric with elongations at break between similar to 790-1000%.

  DOI：

  10.1021/ja077772g

文献信息

• Polyfluoroarylcarbonimidoyl dichlorides and chlorides. A new method of obtaining such compounds from polyfluoroaromatic amines and compounds of the CCl3R-type in the presence of AlCl3
  作者：T.I. Savchenko、I.V. Kolesnikova、T.D. Petrova、V.E. Platonov

  DOI：10.1016/s0022-1139(00)81166-5

  日期：1983.5

  polyfluorinated amines of the benzene, diphenyl, naphthalene and pyridine series with CCl4 in the presence of AlCl3 have been Investigated. A new method is proposed for producing polyfluoroarylcarbonimidoyl dichlorides ArfNCCl2. The reaction is shown to be sufficiently general and applicable in the series of polychlorinated anilines and low-base anilines of the hydrocarbon series as well. The possibility

  研究了在AlCl 3存在下苯，联苯，萘和吡啶系列的一些多氟胺与CCl 4的反应。提出了一种新的制备聚氟芳基碳亚氨基二氯化物Ar f N = CCl 2的方法。该反应显示出足够普遍，并且适用于烃系列的多氯苯胺和低碱苯胺系列。已经研究了反应中可能包含其他类型的CCl 3 R化合物和其他路易斯酸的可能性。讨论了影响反应过程的因素以及多氟芳基碳亚氨基二氯化物的形成机理。
• Reactions of N-(Perfluorophenyl)carbonimidoyl Dichloride with Aromatic Acids and Their Derivatives in the Presence of AlCl3. Formation of 2-(Perfluorophenyl)isoindoline-1,3-dione and Its Derivatives
  作者：T. D. Petrova、V. E. Platonov

  DOI：10.1007/s11178-005-0147-5

  日期：2005.2

  Reactions of N-(perfluorophenyl)carbonimidoyl dichloride with benzoic acid, benzoyl chloride, ethyl benzoate, and also with phthalic acid, phthaloyl dichloride, and phthalic anhydride in the presence of AlCl3 at 170°C afford2-(perfluorophenyl)isoindoline-1,3-dione. With benzoic acid and benzoyl chloride form also 2-(perfluorophenyl)-3-[(perfluorophenyl)imino]isoindolin-1-one. In reactions with compounds of the benzene series arise also derivatives of arylimidoyl chlorides and amide type compounds containing a CONHC6F5 moiety.

  N-(全氟苯基)碳亚氟酰氯与苯甲酸、苯甲酰氯、乙苯酸乙酯，以及邻苯二甲酸、邻苯二甲酰氯和邻苯二甲酸酐在AlCl3存在下于170°C进行反应，得到2-(全氟苯基)异苯并噻二酮。与苯甲酸和苯甲酰氯反应也形成2-(全氟苯基)-3-[(全氟苯基)亚氨基]异苯并啶-1-酮。在与苯系列化合物的反应中，还产生含有CONHC6F5基团的芳基亚氨基氯化物和酰胺类化合物的衍生物。
• Reactions ofN-pentafluorophenylcarbonimidoyl dichloride with aromatic hydrocarbons in the presence of aluminum chloride
  作者：T. D. Petrova、I. V. Kolesnikova、V. I. Mamatyuk、V. P. Vetchinov、V. E. Platonov、I. Yu. Bagryanskaya、Yu. V. Gatilov

  DOI：10.1007/bf00699191

  日期：1993.9

  onimidoyl dichloride reacts with aromatic hydrocarbons (benzene, toluene, xylenes, and mesitylene) in the presence of AlCl3 to give stableN-pentafluorophenylbenzimidoyl chlorides, which can further react with aromatic hydrocarbons to give azomethine derivatives. An increase in the number of methyl groups in the molecule of a hydrocarbon favors the reaction.

  N-五氟苯基碳亚胺酰二氯在AlCl3 存在下与芳烃（苯、甲苯、二甲苯和均三甲苯）反应生成稳定的N-五氟苯基苯并亚胺酰氯，其可进一步与芳烃反应生成偶氮甲碱衍生物。烃分子中甲基数量的增加有利于反应。
• New Phenoxyketimine Titanium Complexes:  Combining Isotacticity and Living Behavior in Propylene Polymerization
  作者：Andrew F. Mason、Geoffrey W. Coates

  DOI：10.1021/ja044268s

  日期：2004.12.1

  A series of titanium bis(phenoxyketimine) olefin polymerization catalysts were synthesized and screened for propylene polymerization. The phenoxyketimine ligands contain pentafluorophenyl N-aryl groups and ortho-phenol substituents of varying size. Catalysts with ortho-phenol substituents of intermediate size produce living, substantially isotactic polypropylene. The living nature of these catalyst systems is demonstrated through the synthesis of block copolymers with narrow molecular weight distributions.
• Kryuchkova, E. N.; Kolesnikova, I. V.; Drizhd, L. P., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 10, p. 1840 - 1844
  作者：Kryuchkova, E. N.、Kolesnikova, I. V.、Drizhd, L. P.、Savelova, V. A.、Petrova, T. D.、Platonov, V. E.

  DOI：——

  日期：——