Synthesis and Herbicidal Activities of 2-Methylpropan-2-aminium O-Methyl 1-(Substituted Phenoxyacetoxy)alkylphosphonates  被引量:2

Synthesis and Herbicidal Activities of 2-Methylpropan-2-aminium O-Methyl 1-(Substituted Phenoxyacetoxy)alkylphosphonates

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作  者:PENG Hao DENG Xiaoyan GAO Ling TAN Xiaosong HE Hongwu 

机构地区:[1]Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China

出  处:《Chemical Research in Chinese Universities》2014年第1期82-86,共5页高等学校化学研究(英文版)

基  金:Supported by the National Basic Research Program of China(No.2010CB126100), the National Key Technologies R&D Progaram of China(No.2011BAE06B03), the National Natural Science Foundation of China(No.21172090) and the Program for Changjiang Scholars and Innovative Research Team in University, China(No.IRT0953).

摘  要:A series of 2-methylpropan-2-aminium O-methyl 1-(substituted phenoxyacetoxy)alkylphosphonates (5a-5o) was selectively synthesized by reacting the corresponding O,O-dimethyl l-(substituted phenoxyacetoxy)-alkylphosphonates with an excess of 2-methylpropan-2-amine.The results of preliminary bioassays show that the title compounds exhibit moderate to good herbicidal activities against Brassica napus and Echinochloa crusgalli.Furthermore,compounds 5a-5j,which show much higher activities than compounds 5k-5o,were selected to further evaluate their post-emergence herbicidal activity at a dosage of 150 g/ha(l ha=10000 m2).Especially,2-methylpropan-2-aminium O-methyl 1-[2-(4-chloro-2-methylphenoxy)acetoxy]butylphosphonate(5h) shows 100% inhibitory effect on the growth of Brassica juncea and Amaranthus retroflexus,which is comparable with the commercial herbicide 2,4-dichlorophenoxy acetic acid(2,4-D).A series of 2-methylpropan-2-aminium O-methyl 1-(substituted phenoxyacetoxy)alkylphosphonates (5a-5o) was selectively synthesized by reacting the corresponding O,O-dimethyl l-(substituted phenoxyacetoxy)-alkylphosphonates with an excess of 2-methylpropan-2-amine.The results of preliminary bioassays show that the title compounds exhibit moderate to good herbicidal activities against Brassica napus and Echinochloa crusgalli.Furthermore,compounds 5a-5j,which show much higher activities than compounds 5k-5o,were selected to further evaluate their post-emergence herbicidal activity at a dosage of 150 g/ha(l ha=10000 m2).Especially,2-methylpropan-2-aminium O-methyl 1-[2-(4-chloro-2-methylphenoxy)acetoxy]butylphosphonate(5h) shows 100% inhibitory effect on the growth of Brassica juncea and Amaranthus retroflexus,which is comparable with the commercial herbicide 2,4-dichlorophenoxy acetic acid(2,4-D).

关 键 词:Herbicidal activity PHOSPHONATE 2-Methylpropan-2-aminium 

分 类 号:TQ457.2[化学工程—农药化工] TQ457.29

 

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