高等学校化学学报 ›› 1981, Vol. 2 ›› Issue (1): 127.

• 研究简报 • 上一篇    

“燕麦敌”“燕麦畏”混合除草剂的研究(Ⅱ)——1,2,3-三氯丙烯和1,1,2,3-四氯丙烯混合物的新合成法

王进贤   

  1. 甘肃师范大学化学系
  • 收稿日期:1980-01-11 出版日期:1981-01-24 发布日期:1981-01-24

HERBICIDAL DIALLATE-TRIALLATE MIXTURES——Ⅱ——A NEW SYHTHESIS OF 1,2,3-TRICHLORPROPENE AND 1,1,2,3-TETRACHLOROPROPENE

Wang Jinxian   

  1. Department of Chemistry, Gansu Teacher's University, Lanzhou
  • Received:1980-01-11 Online:1981-01-24 Published:1981-01-24

摘要: 1,2,3-三氯丙烯和1,1,2,3-四氯丙烯为防除野燕麦化学除草剂“燕麦敌一号”、“燕麦畏”主要中间体。关于1,2,3-三氯丙烯和1,1,2,3-四氯丙烯的合成,文献已有大量报导,如采用低温氯化醇碱消除两步法[1],卤化剂氯化法[2]、催化氯化法[3]以及以氯丙炔[4]、三氯丙烷[5]为原料的氯化法等[6-11]。本文报告以1,2,3-三氯丙烷为原料,经表面活性剂存在下的液碱消除,催化氯化,二次消除反应,制取1,2,3-三氯丙烯和1,1,2,3-四氯丙烯混合物的实验结果。

Abstract: 1,2,3-Trichloropropene and 1,1,2,3-tetrachloropropene have been pre-parad in 86% yield by the following procedure:1.Dehydrochlorination of 1,2,3-Trichloropropane with 30% Sodium hydroxide and a surfactant gives 90-92% yields of 2,3-dichloropropen(I).2.Catalytic chlorination of 2,3-dichloropropene (I) with AlCl3 at 85℃ gives a mixture of 37% 1,2,2,3-tetrechloropropane (Ⅱ) and 53% 1,1,2,2,3-pentachloropropane (Ⅲ).3.Dehydrochlorination of (Ⅱ) and (Ⅲ) with 30% Sodium hydroxide and a surfactant to give a mixture of 39% 1,2,3-Trichloropropene (Ⅳ) and 43% 1,1,2,3-Tetrachloropropene (V).The total yield is 86%.Reaction mixture of (Ⅳ) and (V) with diisopropylamine and carbon-oxysulfide gives a herbicidal mixture of 33-39% S-(2,3-dichloroallyl) diisopropylthiolcarbamate (Diallate) (Ⅵ) and 47-53% S-(2,3,3-Trichloroallyl) diisopropylthiolcarbamate (Triallate) (Ⅶ), The total yield is above 80%.

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