An Unexpected Hydrolysis Product from Strobilurin Fungicide: Azoxystrobin  

作　　者：张建功 阮璐璐 赵金浩 朱国念 

机构地区：[1]College of Agriculture and Biotechnology, Zhejiang University [2]College of Chemical Engineering and Materials Science, Zhejiang University of Technology

出　　处：《Chinese Journal of Structural Chemistry》2011年第8期1132-1136,共5页结构化学（英文）

基　　金：Supported by the Science and Technology Project of Zhejiang Province (Nos. 2008C02007-3 and 2009C21014)

摘　　要：The hydrolysis reaction of azoxystrobin in a methanol solution was studied, obtaining a novel compound 3,3-dimethoxy-2-（2-（6-methoxy pyrimidin-4-yloxy）phenyl） propanoic acid. The hydrolysis reaction may be helpful to explaining the degradation mechanism of azoxystrobin in soil or plant, which is also a method for further study on metabolism in vitro. The crystal structure was confirmed by 1H NMR and MS and determined by single-crystal X-ray diffraction. The crystal belongs to the triclinic system, space group P1 with a = 8.5662（2）, b = 10.5074（6）, c = 10.9849（7）, α = 62.8370（10）, β = 73.2170（10）, γ = 73.3100（2）o, C16H18N2O6, Mr = 334.32, V = 828.09（9）3, Z = 2, Dc = 1.341 g/cm3, F（000） = 352, μ = 0.104 mm-1, S = 1.075, the final R = 0.0665 and wR = 0.1593 for 2083 observed reflections with I 2σ（I） and 220 variable parameters. The crystal analysis shows that the hydrolysis product contains two rings, and a one- dimensional chain structure is formed via the intermolecular hydrogen bond O（1）–H（101）···N（2）.The hydrolysis reaction of azoxystrobin in a methanol solution was studied, obtaining a novel compound 3,3-dimethoxy-2-（2-（6-methoxy pyrimidin-4-yloxy）phenyl） propanoic acid. The hydrolysis reaction may be helpful to explaining the degradation mechanism of azoxystrobin in soil or plant, which is also a method for further study on metabolism in vitro. The crystal structure was confirmed by 1H NMR and MS and determined by single-crystal X-ray diffraction. The crystal belongs to the triclinic system, space group P1 with a = 8.5662（2）, b = 10.5074（6）, c = 10.9849（7）, α = 62.8370（10）, β = 73.2170（10）, γ = 73.3100（2）o, C16H18N2O6, Mr = 334.32, V = 828.09（9）3, Z = 2, Dc = 1.341 g/cm3, F（000） = 352, μ = 0.104 mm-1, S = 1.075, the final R = 0.0665 and wR = 0.1593 for 2083 observed reflections with I 2σ（I） and 220 variable parameters. The crystal analysis shows that the hydrolysis product contains two rings, and a one- dimensional chain structure is formed via the intermolecular hydrogen bond O（1）–H（101）···N（2）.

关 键 词：AZOXYSTROBIN azoxystrobin acid HYDROLYSIS crystal structure 

分 类 号：O626[理学—有机化学]