2,4-二氟苯基环丙基甲基酮 | 60131-34-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,4-二氟苯基环丙基甲基酮
• 英文名称: Cyclopropyl-(2,4-difluoro-phenyl)-methanone
• 英文别名: Cyclopropyl 2,4-difluorophenyl ketone；cyclopropyl-(2,4-difluorophenyl)methanone
• CAS: 60131-34-2
• 化学式: C₁₀H₈F₂O
• 分子量: 182.17
• InChiKey: JHKCOBHJTXEYLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2914700090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P264,P270,P271,P280,P302+P352,P304+P340,P310,P330,P361,P403+P233,P405,P501
• 危险品运输编号：
  2811
• 危险性描述：
  H301,H311,H331

反应信息

• 作为反应物：
  描述：

  2,4-二氟苯基环丙基甲基酮 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 3-Chloro-1-(2,4-difluoro-phenyl)-2-methyl-propan-1-one
  参考文献：
  名称：

  Labelling of neuroleptic butyrophenones. II. Synthesis of 2′amino-4′-fluoro-4-[4-hydroxy-4-(3-trifluoromethylpfenyl)piperidino]butyrophenone-(carbonyl-14C)

  摘要：

  2′Amino-4′-fluoro-4-[4-hydroxy-4-(3-trifluoromemethylphenyl)-piperidino]butyrophenone (ID-470B)(1), a novel neuroleptic agent, was labelled with carbon-14 at the carbonyl position for use in metabolic studies. The synthesis was achieved according to the reaction scheme shown in Fig. 1. Cyclopropyl 2,4-difluorophenyl ketone-(carbonyl-14C) (2a) was prepared from cyclopropane-carboxylic-14c acid by the Friedel-Crafts reaction with m-difluoro-benzene. Ring-opening of 2a with hydrogen chloride gave 4-chloro-2′,4′-difluorobutyrophenone-1-14c (3a). After ketalization of 3a, the resulted ketal (4) was condensed with the piperidine (5) and subsequently hydrolyzed with hydrochloric acid to give 6. Benzylamination of 6. with benzylamine, followed by debenzylation by catalytic hydrogenolysis gave ID-4708-(carbonyl-14C) (1). The overall radiochemical yield of 1 from barium carbonate-14C was 13%.

  DOI：

  10.1002/jlcr.2580160306

文献信息

• [EN] 4-(3,3-DIHALO-ALLYLOXY)PHENOXY ALKYL DERIVATIVES<br/>[FR] DERIVES 4-(3,3-DIHALO-ALLYLOXY)PHENOXYALKYLE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2004002943A1

  公开（公告）日：2004-01-08

  Compounds of formula (I), wherein A1, A2 and A3 are each independently of the others a bond or a C1-C6alkylene bridge; A4 is a C1-C6alkylene bridge; Di s CH or N; W is, for example, O, NR7 or S; T is, for example, a bond, O, NH or NR7; Q is O, NR7, S, SO or SO2; Y is O, NR7, S, SO, or SO2; X1 and X2 are each independently of the other fluorine, chlorine or bromine; R1, R2 and R3 ar, for example, H, halogen, CN, nitro, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylcarbonyl or C2-C6alkenyl; R4 is, for example, H, halogen, CN, nitro or C1-C6alkyl; R5 and R6 are, for example, H, CN, OH, C1-C6alkyl, C3-C8cycloalkyl, C3-C8cycloalkyl-C1-C6alkyl, C1-C6 haloalky, C1-C6alkoxy or C1-C6haloalkoxy; R7 is H, C1-C6alkyl, C1-C6alkoxyalkyl or C1-C6alkylcarbonyl; k, when D is nitrogen, is 1, 2 or 3; or, when D is CH, is 1, 2, 3 or 4; and m is 1 or 2; and, where applicable, their possible E/Z isomers, E/Z isomeric mixtures and/or tautomers, in each case in free form or in salt form, a process for the preparation of those compounds and their use, pesticidal compositions in which the active ingredient has been selected from those compounds or an agrochemically acceptable salt thereof, a process for the preparation of those compositions and their use, plant propagation material treated with those compositions, and a method of controlling pests.

  化学式为（I）的化合物，其中A1、A2和A3各自独立地为键或C1-C6烷基桥；A4为C1-C6烷基桥；Di为CH或N；W为例如O、NR7或S；T为例如键、O、NH或NR7；Q为O、NR7、S、SO或SO2；Y为O、NR7、S、SO或SO2；X1和X2各自独立地为氟、氯或溴；R1、R2和R3例如为H、卤素、CN、硝基、C1-C6烷基、C1-C6卤代烷基、C1-C6烷基羰基或C2-C6烯基；R4例如为H、卤素、CN、硝基或C1-C6烷基；R5和R6例如为H、CN、OH、C1-C6烷基、C3-C8环烷基、C3-C8环烷基-C1-C6烷基、C1-C6卤代烷氧基或C1-C6烷氧基；R7为H、C1-C6烷基、C1-C6烷氧基烷基或C1-C6烷基羰基；当D为氮时，k为1、2或3；或当D为CH时，k为1、2、3或4；m为1或2；适用时，它们的可能的E/Z异构体、E/Z异构体混合物和/或互变异构体，均为自由形式或盐形式，制备这些化合物的方法及其用途，所述活性成分被选自这些化合物或其农药学上可接受的盐的杀虫剂组合物，制备这些组合物的方法及其用途，用这些组合物处理的植物繁殖材料，以及控制害虫的方法。
• NAKATSUKA I.; KAWAHARA K.; KAMADA T.; YOSHITAKE A., J. LABELLED COMPOUNDS AND RADIOPHARM., 1979, 16, NO 3, 407-414
  作者：NAKATSUKA I.、 KAWAHARA K.、 KAMADA T.、 YOSHITAKE A.

  DOI：——

  日期：——
• 4-(3,3-DIHALO-ALLYLOXY)PHENOXY ALKYL DERIVATIVES
  申请人：Syngenta Participations AG

  公开号：EP1517881A1

  公开（公告）日：2005-03-30
• Labelling of neuroleptic butyrophenones. II. Synthesis of 2′amino-4′-fluoro-4-[4-hydroxy-4-(3-trifluoromethylpfenyl)piperidino]butyrophenone-(carbonyl-14C)
  作者：Iwao Nakatsuka、Kazuo Kawahara、Takeshi Kamada、Akira Yoshitake

  DOI：10.1002/jlcr.2580160306

  日期：——

  2′Amino-4′-fluoro-4-[4-hydroxy-4-(3-trifluoromemethylphenyl)-piperidino]butyrophenone (ID-470B)(1), a novel neuroleptic agent, was labelled with carbon-14 at the carbonyl position for use in metabolic studies. The synthesis was achieved according to the reaction scheme shown in Fig. 1. Cyclopropyl 2,4-difluorophenyl ketone-(carbonyl-14C) (2a) was prepared from cyclopropane-carboxylic-14c acid by the Friedel-Crafts reaction with m-difluoro-benzene. Ring-opening of 2a with hydrogen chloride gave 4-chloro-2′,4′-difluorobutyrophenone-1-14c (3a). After ketalization of 3a, the resulted ketal (4) was condensed with the piperidine (5) and subsequently hydrolyzed with hydrochloric acid to give 6. Benzylamination of 6. with benzylamine, followed by debenzylation by catalytic hydrogenolysis gave ID-4708-(carbonyl-14C) (1). The overall radiochemical yield of 1 from barium carbonate-14C was 13%.