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2013 , Vol. 33 >Issue 9: 1994 - 1998

DOI: https://doi.org/10.6023/cjoc201301060

研究简报

3-(2-氯-4-三氟甲基苯氧基)苯甲酸酯的合成、晶体结构及生物活性

  • 彭浩 ,
  • 高玉焦 ,
  • 贺红武
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  • 华中师范大学化学学院 教育部农药与化学生物学重点实验室 武汉 430079

收稿日期: 2013-02-25

  修回日期: 2013-05-04

  网络出版日期: 2013-05-08

基金资助

国家重点基础研究发展规划(973计划, No. 2010CB126100);国家自然科学基金(Nos. 21002037, 21172090);教育部创新团队(PCSIRT, No. IRT0953)资助项目

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Synthesis, Crystal Structure and Biological Activity of 3-(2-Chloro-4-trifluoromethylphenoxy)benzoate

  • Peng Hao ,
  • Gao Yujiao ,
  • He Hongwu
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  • Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, College of Chemitry, Central China Normal University, Wuhan 430079

Received date: 2013-02-25

  Revised date: 2013-05-04

  Online published: 2013-05-08

Supported by

Project supported by the National Basic Research Program of China ((973 Program, No. 2010CB126100)), the National Natural Science Foundation of China (Nos. 21002037, 21172090) and the Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT, No. IRT0953)

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摘要

以3-(2-氯-4-三氟甲基苯氧基)苯甲酸为起始原料, 经氯化亚砜氯化后得中间体3-(2-氯-4-三氟甲基苯氧基)苯甲酰氯(1), 再与不同取代的苯酚反应, 合成了13个未见文献报道的3-(2-氯-4-三氟甲基苯氧基)苯甲酸酯(2). 通过1H NMR, IR, EI-MS和元素分析对所合成的化合物进行了结构表征, 3-甲基苯基3-(2-氯-4-三氟甲基苯氧)苯甲酸酯(2f)通过单晶X射线衍射进一步确证结构. 初步的除草活性测试结果表明: 大多数目标化合物在1.5 kg/ha剂量下对双子叶植物油菜和苋菜具有较高的抑制活性.

关键词： 合成; 二苯醚; 除草活性

本文引用格式

彭浩 , 高玉焦 , 贺红武 . 3-(2-氯-4-三氟甲基苯氧基)苯甲酸酯的合成、晶体结构及生物活性[J]. 有机化学, 2013 , 33(9) : 1994 -1998 . DOI: 10.6023/cjoc201301060

Abstract

A series of new 3-(2-chloro-4-trifluoromethylphenoxy)benzoates (2) have been synthesized by the reactions of substituted phenols with intermediate 3-(2-chloro-4-trifluoromethylphenoxy)benzoyl chloride (1). The structures of compounds have been confirmed by 1H NMR, IR, EI-MS and elemental analyses. The structure of 3-methylphenyl 3-(2-chloro-4-trifluoromethylphenoxy)benzoate (2f) has been determined by single crystal X-ray diffraction. The results of preliminary bioassay indicated that most of title compounds possess a moderate herbicidal activity against dicotyledonous weeds.

Key words： synthesis; diphenyl ether; herbicidal activity

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