1,3-dimethyl-5-(2,2,2-trifluoroethoxy)-1H-pyrazole-4-carbaldehyde | 126764-32-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-dimethyl-5-(2,2,2-trifluoroethoxy)-1H-pyrazole-4-carbaldehyde
• 英文别名: 1,3-dimethyl-5-(2,2,2-trifluoroethoxy)pyrazole-4-carbaldehyde
• CAS: 126764-32-7
• 化学式: C₈H₉F₃N₂O₂
• mdl: MFCD11191307
• 分子量: 222.167
• InChiKey: IDUSRUSDBWEITC-UHFFFAOYSA-N

物化性质

• 沸点：
  281.2±40.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3-dimethyl-5-(2,2,2-trifluoroethoxy)-1H-pyrazole-4-carbaldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以100%的产率得到[1,3-dimethyl-5-(2,2,2-trifluoro-ethoxy)-1H-pyrazol-4-yl]-methanol
  参考文献：
  名称：

  [EN] ISOXAZOLINE DERIVATIVES AND THEIR USE AS HERBICIDES
  [FR] DÉRIVÉS D'ISOXAZOLINE ET LEUR UTILISATION COMME HERBICIDES

  摘要：

  式(I)中的化合物，其中取代基如权利要求1所定义，适用作为除草剂。还声明了一种制备式I的化合物的方法，其中m为2，n为1，其他取代基如权利要求1所定义，通过将式Ia的化合物与式R5-X和/或R6-X的化合物在单步或连续逐步反应，其中R5和R6如权利要求1所定义，X为脱离基，制备式(Ia)的方法，并声明了一种制备式I的化合物的方法，其中R6为C1-C10烷基或卤素，m为2，n为1，其他取代基如权利要求1所定义，通过将式1b的化合物与式R5-X的化合物反应，其中R5如权利要求1所定义，X为脱离基，制备式(Ib)的方法，并声明了一种制备式I的化合物的方法，其中R5为氯、溴或碘，m为1或2，n为1，其他取代基如权利要求1所定义，通过将式le的化合物与N-卤代琥珀酰亚胺和氧化剂反应，制备式(Ic)的方法。

  公开号：

  WO2006024820A1
• 作为产物：
  描述：

  1,3-二甲基-5-吡唑酮 在 三氯氧磷 作用下， 生成 1,3-dimethyl-5-(2,2,2-trifluoroethoxy)-1H-pyrazole-4-carbaldehyde
  参考文献：
  名称：

  Stereoselective Synthesis and Antifungal Activities of (E)-α-(Methoxyimino)benzeneacetate Derivatives Containing 1,3,5-Substituted Pyrazole Ring

  摘要：

  Thirteen novel ( E)- R-( methoxyimino) benzeneacetate derivatives, the analogues of strobilurins, which contain two pharmacophoric substructures of the methyl ( E)- methoxyiminoacetate moiety and 1,3,5-substituted pyrazole ring, were stereoselectively synthesized. It was found that the coupling reaction could give stereoselectively ( E: Z ca. 14: 1) the key intermediate material ( E)- methyl 2-( hydroxyimino)2- o- tolyl acetate ( 2). An X- ray crystallographic structure determination was carried out in a representative product. The preliminary bioassays indicated that all of the compounds 1 showed potent fungicidal activity against Rhizoctonia solani, Botrytis cinereapers, Gibberella zeae, Physalospora piricola, and Bipolaris mayclis.

  DOI：

  10.1021/jf060074f

文献信息

• Isoxazoline Derivatives and Their Use as Herbicides
  申请人：Plant Andrew

  公开号：US20080139390A1

  公开（公告）日：2008-06-12

  Compounds of formula (I) wherein the substituents are as defined in claim 1 , are suitable for use as herbicides. Also claimed is a process for the preparation of compounds of the formula I, wherein m is 2 and n is 1, and the other substituents are defined as in claim 1 , formula (Ia) by reacting a compound of the formula Ia in a single step or stepwise in succession with compounds of the formula R 5 —X and/or R 6 —X, wherein R 5 and R 6 are as defined in claim 1 , and X is a leaving group, and a process for the preparation of compounds of the formula I, wherein R 6 is C 1 -C 10 alkyl or halogen, m is 2 and n is 1, and the other substituents are defined as in claim 1 , formula (Ib) by reacting a compound of the formula Ib with a compound of the formula R 5 —X, wherein R 5 is as defined in claim 1 , and X is a leaving group, and a process for the preparation of compounds of the formula I, wherein R 5 is chlorine, bromine or iodine, m is 1 or 2, and n is 1, and the other substituents are defined as in claim 1 , formula (Ic) by reacting a compound of the formula 1e with an N-halosuccinimide and an oxidising agent.

  式(I)的化合物中，取代基的定义如权利要求1所述，适用于用作除草剂。此外，还声明了一种制备式(I)化合物的方法，其中m为2，n为1，其他取代基的定义如权利要求1所述，式(Ia)，通过将式(Ia)的化合物与式R5—X和/或式R6—X的化合物进行单步或连续逐步反应，其中R5和R6的定义如权利要求1所述，X是离去基团；以及一种制备式(I)化合物的方法，其中R6是C1-C10烷基或卤素，m为2，n为1，其他取代基的定义如权利要求1所述，式(Ib)，通过将式(Ib)的化合物与式R5—X的化合物反应，其中R5的定义如权利要求1所述，X是离去基团；以及一种制备式(I)化合物的方法，其中R5是氯，溴或碘，m为1或2，n为1，其他取代基的定义如权利要求1所述，式(Ic)，通过将式1e的化合物与N-卤代琥珀酰亚胺和氧化剂反应。
• Isoxazoline derivatives and their use as herbicides
  申请人：Plant Andrew

  公开号：US08680290B2

  公开（公告）日：2014-03-25

  Compounds of formula (I) wherein the substituents are as defined in claim 1, are suitable for use as herbicides. Also claimed is a process for the preparation of compounds of the formula I, wherein m is 2 and n is 1, and the other substituents are defined as in claim 1, formula (Ia) by reacting a compound of the formula Ia in a single step or stepwise in succession with compounds of the formula R5—X and/or R6—X, wherein R5 and R6 are as defined in claim 1, and X is a leaving group, and a process for the preparation of compounds of the formula I, wherein R6 is C1-C10alkyl or halogen, m is 2 and n is 1, and the other substituents are defined as in claim 1, formula (Ib) by reacting a compound of the formula Ib with a compound of the formula R5—X, wherein R5 is as defined in claim 1, and X is a leaving group, and a process for the preparation of compounds of the formula I, wherein R5 is chlorine, bromine or iodine, m is 1 or 2, and n is 1, and the other substituents are defined as in claim 1, formula (Ic) by reacting a compound of the formula 1e with an N-halosuccinimide and an oxidising agent.

  式(I)的化合物适用于作为除草剂，其中取代基的定义如权利要求1所述。还声明了一种制备式(Ia)化合物的方法，其中m为2，n为1，其他取代基的定义如权利要求1所述，通过将式(Ia)化合物与式R5-X和/或R6-X的化合物进行单步或连续步骤反应来制备。其中R5和R6的定义如权利要求1所述，X是离去基团。还声明了一种制备式(Ib)化合物的方法，其中R6为C1-C10烷基或卤素，m为2，n为1，其他取代基的定义如权利要求1所述，通过将式Ib化合物与式R5-X的化合物反应来制备。其中R5的定义如权利要求1所述，X是离去基团。还声明了一种制备式(Ic)化合物的方法，其中R5为氯，溴或碘，m为1或2，n为1，其他取代基的定义如权利要求1所述，通过将式1e化合物与N-卤代琥珀酰亚胺和氧化剂反应来制备。
• ISOXAZOLINE DERIVATIVES AND THEIR USE AS HERBICIDES
  申请人：Syngenta Limited

  公开号：EP1789401B1

  公开（公告）日：2010-03-03
• US8680290B2
  申请人：——

  公开号：US8680290B2

  公开（公告）日：2014-03-25
• [EN] ISOXAZOLINE DERIVATIVES AND THEIR USE AS HERBICIDES<br/>[FR] DÉRIVÉS D'ISOXAZOLINE ET LEUR UTILISATION COMME HERBICIDES
  申请人：SYNGENTA LTD

  公开号：WO2006024820A1

  公开（公告）日：2006-03-09

  Compounds of formula (I) wherein the substituents are as defined in claim 1, are suitable for use as herbicides. Also claimed is a process for the preparation of compounds of the formula I, wherein m is 2 and n is 1, and the other substituents are defined as in claim 1, formula (Ia) by reacting a compound of the formula Ia in a single step or stepwise in succession with compounds of the formula R5-X and/or R6-X, wherein R5 and R6 are as defined in claim 1, and X is a leaving group, and a process for the preparation of compounds of the formula I, wherein R6 is C1­-C10alkyl or halogen, m is 2 and n is 1, and the other substituents are defined as in claim 1, formula (Ib) by reacting a compound of the formula 1b with a compound of the formula R5-X, wherein R5 is as defined in claim 1, and X is a leaving group, and a process for the preparation of compounds of the formula I, wherein R5 is chlorine, bromine or iodine, m is 1 or 2, and n is 1, and the other substituents are defined as in claim 1, formula (Ic) by reacting a compound of the formula le with an N- halosuccinimide and an oxidising agent.

  式(I)中的化合物，其中取代基如权利要求1所定义，适用作为除草剂。还声明了一种制备式I的化合物的方法，其中m为2，n为1，其他取代基如权利要求1所定义，通过将式Ia的化合物与式R5-X和/或R6-X的化合物在单步或连续逐步反应，其中R5和R6如权利要求1所定义，X为脱离基，制备式(Ia)的方法，并声明了一种制备式I的化合物的方法，其中R6为C1-C10烷基或卤素，m为2，n为1，其他取代基如权利要求1所定义，通过将式1b的化合物与式R5-X的化合物反应，其中R5如权利要求1所定义，X为脱离基，制备式(Ib)的方法，并声明了一种制备式I的化合物的方法，其中R5为氯、溴或碘，m为1或2，n为1，其他取代基如权利要求1所定义，通过将式le的化合物与N-卤代琥珀酰亚胺和氧化剂反应，制备式(Ic)的方法。