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Synthesis and Crystal Structure of Mesityl Acetic Acid 3-Mesityl-2-oxo- 1-oxaspiro [4,4] non-3-en-4-yl Ester
Authors:ZHOU Yonga  b XU Xu-Huia CHENG Jing-Lia ZHU Guo-Niana ZHAO Jin-Haoa a b
Institution:Institute of Pesticide and Environmental Toxicology;Zhejiang University;Hangzhou 310029;China;College of Chemical Engineering and Materials Science;Zhejiang University of Technology;Hangzhou 310032;China
Abstract:T The title compound mesityl acetic acid 3-mesityl-2-oxo-1-oxaspiro4,4]non-3-en-4-yl ester (5, C_(28)H_(32)O_4, M_r = 432.56), as a spiromesifen derivative, has been synthesized by the condensation reaction of 2,4,6-trimethylphenylacetic chloride with 4-hydroxyl-3-mesityl-1-oxa-spiro4,4]-non-3-en-2-one (4), and its crystal structure was determined by single-crystal X-ray diffraction. The crystal belongs to the triclinic system, space group P(-1) with a = 7.9261(7), b = 8.2802(8), c = 18.7604(18) (A), α = 91.576(3), β = 93.277(2), γ = 95.306(12)°, V= 1223.3(2) (A)~3, Z = 2, D_c= 1.174g/cm~3, F(000) = 464,μ = 0.077 mm~(-1), S = 1.001, the final R = 0.0624 and wR = 0.1415 for 2809 observed reflections with I > 2σ(I) and 290 variable parameters. The crystal analysis results show that the five-membered cyclopentyl ring displays an envelope conformation with C(25) atom at the flap position, 0.537(3) (A) out of the mean plane formed by the other four atoms. The dihedral angles between the two benzene and furan rings are 70.0(2) and 80.67(3)°, respectively.
Keywords:tetronic acids  spiromesifen  synthesis  crystal structure  
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