2-(2,6-Dichloro-4-trifluoromethylphenyl)-2H-1,2,3-triazole-4-carbaldehyde | 129366-62-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2,6-Dichloro-4-trifluoromethylphenyl)-2H-1,2,3-triazole-4-carbaldehyde
• 英文别名: 2-(2,6-dichloro-4-trifluoromethylphenyl)-2H-1,2,3-triazole-4-carboxaldehyde；2-(2,6-Dichloro-4-trifluoromethylphenyl)-1,2,3-triazole-4-carboxaldehyde；2-[2,6-dichloro-4-(trifluoromethyl)phenyl]triazole-4-carbaldehyde
• CAS: 129366-62-7
• 化学式: C₁₀H₄Cl₂F₃N₃O
• 分子量: 310.062
• InChiKey: XMZVRBTYQVIYKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2,6-Dichloro-4-trifluoromethylphenyl)-2H-1,2,3-triazole-4-carbaldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 、 异丙醇 为溶剂， 以92%的产率得到[2-(2,6-Dichloro-4-trifluoromethylphenyl)-2H-1,2,3-triazol-4-yl]methanol
  参考文献：
  名称：

  The Synthesis and Insecticidal Activity of a Series of 2‐Aryl‐1,2,3‐triazoles

  摘要：

  Two synthetic routes to 2-aryl-1,2,3-triazoles are outlined. These have been used to synthesise a wide range of compounds of this structural type. Their insecticidal activities were evaluated against a number of veterinary and public health pests. The activity of these compounds is especially good against the housefly (Musca domestica). Structure-activity relationships are discussed particularly in relation to the physical properties of the compounds.

  DOI：

  10.1002/(sici)1096-9063(199610)48:2<189::aid-ps461>3.0.co;2-#
• 作为产物：
  描述：

  2-(2,6-Dichloro-4-trifluoromethylphenyl)-2H-1,2,3-triazole-4-carbaldehyde oxime 在 三聚甲醛 、 盐酸 作用下， 反应 6.0h， 以86%的产率得到2-(2,6-Dichloro-4-trifluoromethylphenyl)-2H-1,2,3-triazole-4-carbaldehyde
  参考文献：
  名称：

  The Synthesis and Insecticidal Activity of a Series of 2‐Aryl‐1,2,3‐triazoles

  摘要：

  Two synthetic routes to 2-aryl-1,2,3-triazoles are outlined. These have been used to synthesise a wide range of compounds of this structural type. Their insecticidal activities were evaluated against a number of veterinary and public health pests. The activity of these compounds is especially good against the housefly (Musca domestica). Structure-activity relationships are discussed particularly in relation to the physical properties of the compounds.

  DOI：

  10.1002/(sici)1096-9063(199610)48:2<189::aid-ps461>3.0.co;2-#

文献信息

• 2-imidazol(in)e substituted aryl-1,2,3-triazole pesticides
  申请人：Schering Agrochemicals Limited

  公开号：US05109012A1

  公开（公告）日：1992-04-28

  Compounds of formula I ##STR1## and salts thereof, in which Ar, W, Z, A, R.sup.1-7, Y, m, p and n have the meanings given in the description, have pesticidal activity especially against insects, acarids and animal endoparasites.

  公式I的化合物及其盐，其中Ar、W、Z、A、R.sup.1-7、Y、m、p和n的含义如描述中所述，具有特别针对昆虫、螨虫和动物内寄生虫的杀虫活性。
• 1,2,3-triazole insecticides
  申请人：Schering Agrochemicals Limited

  公开号：US05064844A1

  公开（公告）日：1991-11-12

  Compounds of formula I ##STR1## and N-oxides thereof, in which Ar is aryl; R.sup.1 and R.sup.2 are the same or different and are hydrogen, alkyl, alkenyl or alkynyl, each of which is optionally substituted, aryl, heterocyclyl, cyano, halogen, nitro, XR.sup.3, S(O).sub.2 NR.sup.4 R.sup.5, CHO and functional derivatives thereof, NR.sup.4 R.sup.5 or CYNR.sup.4 R.sup.5 ; R.sup.3 is hydrogen or optionally substituted alkyl or alkenyl; R.sup.4 and R.sup.5 are the same or different and are hydrogen, optionally substituted alkyl, acyl or aryl, or together with the nitrogen to which they are attached, form a 5 to 7 membered ring which can contain other hetero atoms; X is O, S, S(O).sub.n, OSO.sub.2, YCO or COO; Y is O or S; and n is 1 or 2; have pesticidal activity and especially insecticidal and acaricidal activity. Many of the compounds are novel.

  化学式I的化合物及其N-氧化物，其中Ar是芳基；R.sup.1和R.sup.2相同或不同，可以是氢、烷基、烯基或炔基，每个都可以是可选择取代的芳基、杂环基、氰基、卤素、硝基、XR.sup.3、S(O).sub.2 NR.sup.4 R.sup.5、CHO及其它功能衍生物、NR.sup.4 R.sup.5或CYNR.sup.4 R.sup.5；R.sup.3是氢或可选择取代的烷基或烯基；R.sup.4和R.sup.5相同或不同，可以是氢、可选择取代的烷基、酰基或芳基，或者与它们连接的氮一起形成一个含有其他杂原子的5到7元环；X是O、S、S(O).sub.n、OSO.sub.2、YCO或COO；Y是O或S；n是1或2；具有杀虫活性，尤其是杀虫和杀螨活性。其中许多化合物是新颖的。
• Imidazol(in)e substituted haloarylpyrazole pesticides
  申请人：Schering Agrochemicals Limited

  公开号：US05189053A1

  公开（公告）日：1993-02-23

  Compounds of formula I ##STR1## and salts thereof, in which Ar, W, Z, A, R.sup.1-7, Y, m, p and n have the meanings given in the description, have pesticidal activity especially against insects, acarids and animal endoparasites.

  式I的化合物及其盐，其中Ar，W，Z，A，R.sup.1-7，Y，m，p和n的含义如说明书中所给，具有特别的杀虫、杀螨和杀动物内寄生虫活性。
• Triazole insecticides
  申请人：SCHERING AGROCHEMICALS LIMITED

  公开号：EP0350237A2

  公开（公告）日：1990-01-10

  Compounds of formula I and N-oxides thereof, in which Ar is aryl; R¹ and R² are the same or different and are hydrogen, alkyl, alkenyl or alkynyl, each of which is optionally substituted, aryl, heterocyclyl, cyano, halogen, nitro, XR³, S(O)₂NR⁴R⁵, CHO and functional derivatives thereof, NR⁴R⁵ or CYNR⁴R⁵; R³ is hydrogen or optionally substituted alkyl or alkenyl; R⁴ and R⁵ are the same or different and are hydrogen, optionally substituted alkyl, acyl or aryl, or together with the nitrogen to which they are attached, form a 5 to 7 membered ring which can contain other hetero atoms; X is O, S, S(O)n, OSO₂, YCO or COO; Y is O or S; and n is 1 or 2; have pesticidal activity and especially insecticidal and acaricidal activity. Many of the compounds are novel.

  式 I 的化合物 及其 N-氧化物，其中 Ar 是芳基； R¹ 和 R² 是相同或不同的，并且是氢、烷基、烯基或炔基（其中每个都是任选取代的）、芳基、杂环基、氰基、卤素、硝基、XR³、S(O)₂NR⁴R⁵、CHO 及其官能衍生物、NR⁴R⁵ 或 CYNR⁴R⁵； R³ 是氢或任选取代的烷基或烯基； R⁴和 R⁵ 可以相同或不同，并且是氢、任选取代的烷基、酰基或芳基，或与它们所连接的氮一起形成可包含其他杂原子的 5 至 7 个成员的环； X 是 O、S、S(O)n、OSO₂、YCO 或 COO； Y 是 O 或 S；n 是 1 或 2；具有杀虫活性，尤其是杀虫和杀螨剂活性。许多化合物都是新颖的。
• Azole pesticides
  申请人：AgrEvo UK Limited

  公开号：EP0412849A2

  公开（公告）日：1991-02-13

  Compounds of formula I and salts thereof, in which Ar is aryl; W is N and Z is CR⁵; or W is CR¹ and Z is N or CR⁵; A is S(O)m, -CH=CH-, O or NH; R¹ is hydrogen, optionally substituted alkyl, halogen or R²⁰S(O)q; R² and R³ are hydrogen, alkyl, alkenyl or alkynyl, each of which is optionally substituted, aryl, heterocyclyl, cyano, halogen, nitro, YR²⁰, S(O)₂NR⁸R⁹, CHO and functional derivatives thereof, NR⁸R⁹ or CYNR⁸R⁹; either (i) R⁴ and R⁷ which may be the same or different, are hydrogen, optionally substituted alkyl, optionally substituted alkenyl, acyl or optionally substituted alkoxycarbonyl, and R⁶ is hydrogen, or (ii) R⁴ is as defined above and R⁶ and R⁷ form a bond or R⁷ is as defined above and R⁴ and R⁶ form a bond; R⁵ is hydrogen, alkyl, optionally substituted amino or halogen; R⁸ and R⁹ are the same or different and are hydrogen, optionally substituted alkyl, acyl or aryl, or together with the nitrogen to which they are attached, form a 5 to 7 membered ring which can contain other hetero atoms; R²⁰ is optionally substituted alkyl; Y is O or S; m is 0, 1 or 2; p is 0 or 1; n is 0, 1 or 2; and q is 0, 1 or 2, with the proviso that when W is CR¹ and Z is CR⁵ and n and p are both O, R⁴ and R⁷ are not alkyl, have pesticidal activity especially against insects, acarids and animal endoparasites.

  式 I 的化合物 及其盐类、 其中 Ar 为芳基 W 为 N，Z 为 CR⁵；或 W 为 CR¹，Z 为 N 或 CR⁵； A 是 S(O)m、-CH=CH-、O 或 NH； R¹ 是氢、任选取代的烷基、卤素或 R²⁰S(O)q； R² 和 R³ 是氢、烷基、烯基或炔基（其中每个都是任选取代的）、芳基、杂环基、氰基、卤素、硝基、YR²⁰、S(O)₂NR⁸R⁹、CHO 及其功能衍生物、NR⁸R⁹ 或 CYNR⁸R⁹； (i) R⁴ 和 R⁷ 可以相同或不同，它们是氢、任选取代的烷基、任选取代的烯基、酰基或任选取代的烷氧羰基，且 R⁶ 是氢，或 (ii) R⁴ 如上所定义，且 R⁶ 和 R⁷ 形成键，或 R⁷ 如上所定义，且 R⁴ 和 R⁶ 形成键； R⁵ 是氢、烷基、任选取代的氨基或卤素； R⁸ 和 R⁹ 既可以相同，也可以不同，它们是氢、任选取代的烷基、酰基或芳基，或者与它们所连接的氮一起形成一个 5 至 7 个成员的环，其中可以包含其他杂原子； R²⁰ 是任选取代的烷基； Y 是 O 或 S m 是 0、1 或 2 p为0或1 n 是 0、1 或 2；以及 q 为 0、1 或 2，但 W 为 CR¹，Z 为 CR⁵，n 和 p 均为 O 时，R⁴ 和 R⁷ 不是烷基、 具有杀虫活性，特别是对昆虫、害虫和动物内寄生虫。