2-methyl-4-(perfluorobutyl)aniline

• 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: 2-methyl-4-(perfluorobutyl)aniline
• 英文别名: 2-methyl-4-(nonafluorobutyl)aniline；2-methyl-4-nonafluoro-butylaniline；2-methyl-4-nonafluorobutylaniline；2-methyl-4-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)aniline
• 化学式: C₁₁H₈F₉N
• 分子量: 325.177
• InChiKey: VXLNFMVYVIDALH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  全氟碘代丁烷 、 邻甲苯胺 在 caesium carbonate 、 孟加拉红内酯 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以93%的产率得到2-methyl-4-(perfluorobutyl)aniline
  参考文献：
  名称：

  在可见光照射下通过光氧化还原有机催化对苯胺衍生物进行良性全氟烷基化

  摘要：

  菲尔：巴拉塔瓦列霍，塞巴斯蒂安。布宜诺斯艾利斯大学。Facultad de Farmacia y Bioquimica。Departamento de Quimica Organica; 阿根廷。Consejo Nacional de Investigaciones Cientificas y Tecnicas；阿根廷

  DOI：

  10.1002/ejoc.201501189

文献信息

• Perfluoroalkylated aniline compound and process for producing the same
  申请人：——

  公开号：US20020198399A1

  公开（公告）日：2002-12-26

  The present invention provides an aniline derivative represented by the formula (I) 1 wherein R 1 and R 2 are each H, (C 1-12 )alkyl, (C 3-8 )cycloalkyl, hydroxy(C 1-12 )alkyl, hydroxycarbonyl (C 1-12 )alkyl, (C 1-6 )-alkoxycarbonyl(C 1-6 )alkyl, —COR 8 , wherein R 8 is H, halo-(C 1-12 )alkyl, (C 3-8 )cycloalkyl or (substituted) phenyl, COOR 9 , wherein R 9 is a halo(C 1-6 )alkyl group, (substituted) phenyl or (substituted) benzyl; R 3 , R 4 , R 5 , R 6 and R 7 are each H, halogen, OH, nitro, halo(C 1-12 )alkylthio, (substituted)amino-(C 1-2 )alkyl, (substituted) phenyl, (substituted) benzyl, amino, —N(R 10 )R 11 wherein R 10 and R 11 are each H, alkyl, cycloalkyl, (substituted) phenyl, (substituted) benzyl, —COR 8 or COOR 9 , or (C 2-27 )perfluoroalkyl, etc., and a process for producing the aniline derivative. According to the process of the present invention, perfluoroalkylaniline derivatives can be obtained by using various anilines as the substrate with a high position selectivity and high yield.

  本发明提供了一种由公式(I)表示的苯胺衍生物： 1 其中R 1 和R 2 各自是H，(C 1-12 )烷基，(C 3-8 )环烷基，羟基(C 1-12 )烷基，羟甲氧基(C 1-12 )烷基，(C 1-6 )-烷氧甲氧基(C 1-6 )烷基，—COR 8 ，其中R 8 是H，卤代-(C 1-12 )烷基，(C 3-8 )环烷基或(取代)苯基，COOR 9 ，其中R 9 是卤代(C 1-6 )烷基，(取代)苯基或(取代)苄基；R 3 ，R 4 ，R 5 ，R 6 和R 7 各自是H，卤素，OH，硝基，卤代-(C 1-12 )烷基硫，(取代)氨基-(C 1-2 )烷基，(取代)苯基，(取代)苄基，氨基，—N(R 10 )R 11 ，其中R 10 和R 11 各自是H，烷基，环烷基，(取代)苯基，(取代)苄基，—COR 8 或COOR 9 ，或(C 2-27 )全氟烷基等，以及一种用于生产该苯胺衍生物的过程。根据本发明的过程，可以通过使用各种苯胺作为底物，以高位置选择性和高收率获得全氟烷基苯胺衍生物。
• PHTHALIC ACID DIAMIDE DERIVATIVES FLUORINE-CONTAINING ANILINE COMPOUNDS AS STARTING MATERIAL, AGRICULTURAL AND HORTICULTURAL INSECTICIDES, AND A METHOD FOR APPLICATION OF THE INSECTICIDES
  申请人：——

  公开号：US20010041814A1

  公开（公告）日：2001-11-15

  The present invention provides a phthalic acid diamide derivative represented by the general formula (I) 1 (wherein R 1 , R 2 and R 3 are each H, C 3 -C 6 cycloalkyl group, group of the formula —A 1 —Q l or the like; X may be the same or different and are each halogen atom, nitro group, phenyl group, group of the formula —A 2 —R 7 or the like; n is 1 to 4; Y may be same or different and are each halogen atom, cyano group, phenyl group, group of the formula —A 2 —R 7 or the like; m is 1 to 5; Z 1 and Z 2 are each O or S), fluorine-containing aniline compound represented by the general formula (ST-I) as starting material for said phthalic acid diamide derivative 2 (wherein R a is halogen atom, C 1 -C 6 alkyl group or the like and R b , R c and R d is H or C 2 -C 6 perfluoroalkyl group), and an agricultural and horticultural insecticide containing said phthaldiamide derivative, as well as to provide a method for use of said insecticide. The agricultural and horticultural insecticides of the present invention show excellent activities for controlling injurious insects.

  本发明提供了一种邻苯二甲酰胺衍生物，其由通式（I）1表示（其中R1、R2和R3分别为H、C3-C6环烷基、—A1—Ql或类似基团；X可以相同也可以不同，分别为卤素原子、硝基、苯基、—A2—R7或类似基团；n为1至4；Y可以相同也可以不同，分别为卤素原子、氰基、苯基、—A2—R7或类似基团；m为1至5；Z1和Z2分别为O或S），以通式（ST-I）表示的含氟苯胺化合物作为所述邻苯二甲酰胺衍生物的起始原料2（其中Ra为卤素原子、C1-C6烷基或类似基团，而Rb、Rc和Rd为H或C2-C6全氟烷基），以及含有所述邻苯二甲酰胺衍生物的农业和园艺杀虫剂，同时提供了使用该杀虫剂的方法。本发明的农业和园艺杀虫剂对控制有害昆虫表现出优异的活性。
• Radical fluoroalkylation reactions of (hetero)arenes and sulfides under red light photocatalysis
  作者：Damian E. Yerien、M. Victoria Cooke、M. Cecilia García Vior、Sebastián Barata-Vallejo、Al Postigo

  DOI：10.1039/c9ob00486f

  日期：——

  Fluoroalkylation reactions of (hetero)aromatics have been accomplished through the low-power illumination from red LEDs (λmax = 635 nm) of commercially available perfluoroalkyl iodides RF-I and phthalocyanine zinc salt as photocatalyst in MeCN : DMF solvent mixture. This methodology has been extended to the perfluorobutylation of sulfides. As far as we are concerned, this is the first report on a perfluoroalkylation

  的（杂）芳族化合物的反应氟烷基已经通过从红色LED低功率照明（完成λ最大市售的全氟烷基的= 635 nm）的碘化物ř ˚F -I和酞菁锌盐作为在MeCN光催化剂：DMF溶剂混合物中。该方法已经扩展到硫化物的全氟丁基化。就我们而言，这是关于在红色光催化下（杂）芳族化合物和硫化物的全氟烷基化反应的第一份报告。
• Phthalic acid diamide derivatives, fluorine-containing aniline compounds as starting material, agricultural and horticultural insecticides, and a method for application of the insecticides
  申请人：——

  公开号：US20030055287A1

  公开（公告）日：2003-03-20

  The present invention provides a phthalic acid diamide derivative represented by the general formula (I) 1 (wherein R 1 , R 2 and R 3 are each H, C 3 -C 6 cycloalkyl group, group of the formula -A 1 -Q l or the like; X may be the same or different and are each halogen atom, nitro group, phenyl group, group of the formula -A 2 -R 7 or the like; n is 1 to 4; Y may be same or different and are each halogen atom, cyano group, phenyl group, group of the formula -A 2 -R 7 or the like; m is 1 to 5; Z 1 and Z 2 are each O or S), fluorine-containing aniline compound represented by the general formula (ST-I) as starting material for said phthalic acid diamide derivative 2 (wherein R a is halogen atom, C 1 -C 6 alkyl group or the like and R b , R c and R d is H or C 2 -C 6 perfluoroalkyl group), and an agricultural and horticultural insecticide containing said phthaldiamide derivative, as well as to provide a method for use of said insecticide. The agricultural and horticultural insecticides of the present invention show excellent activities for controlling injurious insects.

  本发明提供了一种邻苯二甲酰胺衍生物，其表示为通式（I）1（其中R1、R2和R3分别为H、C3-C6环烷基、-A1-Ql或类似基团；X可以相同或不同，分别为卤素原子、硝基、苯基、-A2-R7或类似基团；n为1至4；Y可以相同或不同，分别为卤素原子、氰基、苯基、-A2-R7或类似基团；m为1至5；Z1和Z2分别为O或S），以及以含氟苯胺化合物为起始物质的邻苯二甲酰胺衍生物2（其中Ra为卤素原子、C1-C6烷基或类似基团，而Rb、Rc和Rd为H或C2-C6全氟烷基），以及包含所述邻苯二甲酰胺衍生物的农业和园艺杀虫剂，同时提供了使用所述杀虫剂的方法。本发明的农业和园艺杀虫剂表现出优异的控制有害昆虫的活性。
• Fluorine-containing aniline compounds
  申请人：NIHON NOHYAKU CO., LTD.

  公开号：EP0936212A1

  公开（公告）日：1999-08-18

  The present invention provides a novel fluorine-containing aniline compound represented by the general formula (I): (wherein R1 is a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group or a trifluoromethyl group, and each of R2, R3 and R4 is H or a C2-C6 perfluoroalkyl group, provided that at least one of R2, R3 and R4 is not H; that R3 is neither a pentafluoroethyl group nor a n-heptafluoropropyl group, when R1 is F and each of R2 and R4 is H; and that R3 is not a pentafluoroethyl group, when R1 is a methyl group and each of R2 and R4 is H), which is useful as an intermediate of a medicine, agrochemical, chemical product, etc.

  本发明提供了通式(I)代表的新型含氟苯胺化合物： (其中 R1 是卤原子、C1-C6 烷基、C1-C6 烷氧基或三氟甲基，R2、R3 和 R4 各为 H 或 C2-C6 全氟烷基，条件是 R2、R3 和 R4 中至少有一个不是 H；当 R1 为 F 且 R2 和 R4 中的每一个均为 H 时，R3 既不是五氟乙基，也不是正七氟丙基；当 R1 为甲基且 R2 和 R4 中的每一个均为 H 时，R3 不是五氟乙基），可用作药物、农用化学品、化工产品等的中间体。