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《Chinese Journal of Applied Chemistry》 2010-04
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Nitration Reaction betweem Methyl Salicylate and Iron(Ⅲ) Nitrate and Its Regioselectivity

LIU Yan-Zhu,LI Yong-Xiu,LI Xia,ZHANG Ling(Department of Chemistry,School of Science,Nanchang University,Nanchang 330031)  
The nitration of methyl salicylate by iron(Ⅲ) nitrate was studied to obtain 3nitrosalicylate and 5-nitrosalicylate.The effects of reaction time,molar ratio of iron(Ⅲ) nitrate to methyl salicylate,acidity and basicity on the yield and regioselectivity were reported.When the reaction time is 3 h and the molar ratio of iron(Ⅲ) nitrate to methyl salicylate is 2∶3,the yield is the highest.Furthermore,a small amount nitric acid is beneficial to the nitration and the formation of 5-nitrosalicylate,whereas a small amount base is not benefiical to the nitration but to the formation of 3-nitrosalicylate under a strong base condition.The regioselectivity was explained by the quatum chemical computations.
【CateGory Index】: O621.2
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