1-chloro-1-(4-methoxyphenyl)-2-trifluoromethylethane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-chloro-1-(4-methoxyphenyl)-2-trifluoromethylethane
• 英文别名: 1-(1-Chloro-3,3,3-trifluoropropyl)-4-methoxybenzene
• 化学式: C₁₀H₁₀ClF₃O
• 分子量: 238.637
• InChiKey: LIEBOHMPERBEFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-甲氧基苯乙烯 、 三氟甲烷磺酰氯 在 吡啶 、 copper dichloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以77%的产率得到1-chloro-1-(4-methoxyphenyl)-2-trifluoromethylethane
  参考文献：
  名称：

  Cu-catalyzed chlorotrifluoromethylation of alkenes with CF3SO2Cl

  摘要：

  Although CF3SO2Cl is an efficient chlorotrifluoromethylation reagent, an expensive transition metal complex usually has to be used. We found that CuCl2-catalyzed chlorotrifluoromethylation of alkenes with CF3SO2Cl occurred smoothly under mild conditions. A wide substrate scope and good functional group compatibility were observed.

  DOI：

  10.1016/j.jfluchem.2018.09.001

文献信息

• Trifluoromethylations of Alkenes Using PhICF₃Cl as Bifunctional Reagent
  作者：Cong Xu、Wanqiao Huang、Ruzhong Zhang、Chi Gao、Yuxin Li、Mang Wang

  DOI：10.1021/acs.joc.9b01901

  日期：2019.11.1

  of alkenes using PhICF3Cl as bifunctional reagent. Chlorotrifluoromethylated products were obtained when nonconjugated alkenes were treated with PhICF3Cl in 1,4-dioxane at 60 °C, while vinyl C-H trifluoromethylated products were obtained by further elimination of hydrochloride in the case of those conjugated alkene substrates in DMF. Broad substrate scope, especially including complex alkenes bearing

  我们描述了使用PhICF3Cl作为双功能试剂对烯烃进行三氟甲基化。当非共轭烯烃在60°C下于1,4-二恶烷中用PhICF3Cl处理时，得到氯三氟甲基化产物，而对于那些在DMF中共轭烯烃的底物，则通过进一步去除盐酸盐得到乙烯基CH三氟甲基化产物。广泛的底物范围，尤其是包括带有生物活性基序的复杂烯烃在内，表明这种温和的反应对于药物发现中的后期修饰是可行的。
• Insecticidal trifluormethyl alkane derivatives
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：EP0233834A1

  公开（公告）日：1987-08-26

  There are provided new alkane and alkoxyalkane derivatives of the general formula I processes for their preparation and insecticidal and acaricidal compositions containing these compounds. R₁ is  aryl or aryl substituted by C1-4 alkyl, halo-C1-4 alkyl, phenyl-C1-4 alkyl, C2-4 alkenyl, halo-C2-4 alkenyl, phenyl-C2-4 alkenyl, C2-4 alkynyl, halo-C2-4 alkynyl, phenyl-C2-4 alkynyl, C1-4 alkoxy, halo-C1-4 alkoxy, phenyl-C1-4 alkoxy, C2-4 alkenyloxy, halo-C2-4 alkenyloxy, phenyl-C2-4 alkenyloxy, C2-4 alkynyloxy, halo-C2-4 alkynyloxy, phenyl-C2-4 alkynyloxy, alkylsulphonyloxy, haloalkylsulphonyloxy, arylsulphonyloxy, halo, cyano, nitro, aryloxy, haloaryloxy, C1-4alkyl-aryloxy, or nitroaryloxy, R₂ is  hydrogen or C1-4 alkyl, R₃ is  hydrogen, cyano or ethynyl, R₄ is  phenyl or pyridyl or these groups substituted by one or more of C1-6 alkyl, halo-C1-6 alkyl, phenyl-C1-6 alkyl, C2-6 alkyl interrupted by an O-, N- or S- atom, C2-4 alkenyl, halo-C2-4 alkenyl, phenyl-C2-4 alkenyl, C1-4 alkoxy, halo-C1-4 alkoxy, phenyl-C1-4 alkoxy, C2-4 alkenyloxy, halo-C2-4 alkenyloxy, phenyl-C2-4 alkenyloxy, C2-4 alkynyloxy, halo-C2-4 alkynyloxy, phenyl-C2-4 alkynyloxy, aryloxy, haloaryloxy, C1-4 alkylaryloxy, arylamino, haloarylamino, C1-4 alkylarylamino, aryl-N-C1-4 alkylamino, aryl-N-C1-4 acylamino, aroyl, haloaroyl, C1-4 alkylaroyl, aryl, haloaryl, C1-4 alkylaryl or halo, and A is CH₂ or O.

  提供了通式 I 的新烷烃和烷氧基烷烃衍生物 它们的制备工艺以及含有这些化合物的杀虫和杀螨剂组合物。 R₁ 是芳基或被 C1-4 烷基、卤代-C1-4 烷基、苯基-C1-4 烷基、C2-4 烯基、卤代-C2-4 烯基、苯基-C2-4 烯基、C2-4 炔基、卤代-C2-4 炔基、苯基-C2-4 炔基、C1-4 烷氧基、卤代-C1-4 烷氧基、苯基-C1-4 烷氧基取代的芳基、C2-4烯氧基、卤代-C2-4烯氧基、苯基-C2-4烯氧基、C2-4炔氧基、卤代-C2-4炔氧基、苯基-C2-4炔氧基、烷基磺酰氧基、卤代烷基磺酰氧基、芳基磺酰氧基、卤代、氰基、硝基、芳氧基、卤代芳氧基、C1-4烷基芳氧基或硝基芳氧基、 R₂ 是氢或 C1-4 烷基、 R₃ 是氢、氰基或乙炔基、 R₄ 是苯基或吡啶基或这些基团 被以下一个或多个基团取代：C1-6 烷基、卤代-C1-6 烷基、苯基-C1-6 烷基、被 O 原子、N 原子或 S 原子打断的 C2-6 烷基、C2-4 烯基、卤代-C2-4 烯基、苯基-C2-4 烯基、C1-4 烷氧基、卤代-C1-4 烷氧基、苯基-C1-4 烷氧基、C2-4 烯氧基、卤代-C2-4 烯氧基、苯基-C2-4 烯氧基、C2-4炔氧基、卤代-C2-4炔氧基、苯基-C2-4炔氧基、芳基氧基、卤代芳基氧基、C1-4烷基芳基氧基、芳基氨基、卤代芳基氨基、C1-4烷基芳基氨基、芳基-N-C1-4烷基氨基、芳基-N-C1-4酰基氨基、芳基、卤代芳酰基、C1-4烷基芳酰基或卤代芳基，以及 A 是 CH₂ 或 O。
• US4791123A
  申请人：——

  公开号：US4791123A

  公开（公告）日：1988-12-13
• USRE37087E1
  申请人：——

  公开号：USRE37087E1

  公开（公告）日：2001-03-06
• Cu-catalyzed chlorotrifluoromethylation of alkenes with CF3SO2Cl
  作者：Wei Zhang、Jin-Hong Lin、Ji-Chang Xiao

  DOI：10.1016/j.jfluchem.2018.09.001

  日期：2018.11

  Although CF3SO2Cl is an efficient chlorotrifluoromethylation reagent, an expensive transition metal complex usually has to be used. We found that CuCl2-catalyzed chlorotrifluoromethylation of alkenes with CF3SO2Cl occurred smoothly under mild conditions. A wide substrate scope and good functional group compatibility were observed.