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Citation: WANG Jian-Zhong, ZHAO Hai-Yan, XING Yong-Heng, WANG Qiang, WANG Yong-Cheng. Synthesis,Structure of 4-Iodo-3,5-dimethyl-pyrazole Potassium and Quantum Chemistry Calculation of Intermediate of Oximation[J]. Chinese Journal of Applied Chemistry, ;2010, 27(7): 806-810. doi: 10.3724/SP.J.1095.2010.90660 shu

Synthesis,Structure of 4-Iodo-3,5-dimethyl-pyrazole Potassium and Quantum Chemistry Calculation of Intermediate of Oximation

a. College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029;
b. College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou

Received Date: 11 October 2009
Revised Date: 6 January 2010

A new potassium compound of 4-iodo-3,5-dimethyl-pyrazole was synthesized with acetylacetone and hydrazine hydrate as the starting materials via oximation,condensation cyclization, reduction, diazotization and iodination. The compound was characterized by elemental analysis,IR,and ¹H NMR. The reaction mechanism of oximation was studied with the program of Gaussian 03,at the MP2/6-311 ++ G(d,p) level. The stable geometric configurations of acetylacetone-3-oxime(1) and its intermediate of 4-hydroxy-3-nitrosopent-3-en-2-one(1b) were confirmed at the same calculation level. Furthermore,the crystal structure was determined by single-crystal X-ray diffraction analysis. The crystal is monoclinic,P2₁/c space group,with crystal parameters a=0.77645(10) nm, b=2.0361(2) nm, c=1.05761(13) nm, β=107.806(2)°, V=1591.9(3) nm³, Z=4, D_c=2.012 g/cm³, F(000)=904,R₁=0.0398.
- acetylacetone,
- complex,
- reaction mechanism,
- quantum chemistry calculation,
- iododimethyl-pyrazole
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