An Unexpected Hydrolysis Product from Strobilurin Fungicide: Azoxystrobin

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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 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 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) The final R = 0.0665 and the final R = 0.0665, respectively. The results are as follows: C = 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 one-dimensional chain structure is formed via the intermolecular hyd rogen bond O (1) -H (101) ··· N (2).
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