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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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【References】
Chinese Journal Full-text Database 1 Hits
1 WU Jin-ming,SHEN Ai-bao(School of Chemistry and Chemical Engineering,Nantong University,Nantong 226001,Jiangsu,China);Synthesis of Methyl 5-Nitrosalicylate Catalyzed by H_6PMo_9V_3O_(40) Supported on Silica Gel[J];Fine Chemicals;2011-06
【Co-references】
Chinese Journal Full-text Database 3 Hits
1 LI Xia, LIU Yan-zhu, ZHANG Ling, LI Yong-xiu* (Department of Chemistry, School of Science, Nanchang University, Nanchang 330031, China);Green Nitration of Methyl Salicylate with Copper (II) Nitrate[J];Fine Chemical Intermediates;2009-06
2 ZHANG Jin1,2 TANG Ying2 LUO Qian1 JIAN Min1 HU Chang-Wei*,1(1Key Laboratory of Green Chemistry and Technology of Ministry of Education,College of Chemistry, Sichuan University, Chengdu 610064)(2Department of Chemistry, Western Chongqing University, Chongqing 402168);Study on the Synthesis of Heteropoly Acids Containing Different Amount of V and Moand Their Catalytic Performance for the Direct Hydroxylation of Benzene to Phenol[J];Chinese Journal of Inorganic Chemistry;2004-08
3 CHEN Xiao-quan, ZHAI Hu, SHAO Hui-ying, BI Yu-shui, LI Bao-qing(Chemistry and Chemical Engineering School, Taishan Medical University, Taian 271000, China)ZHOU Xiu-yan(Chemical Engineering School, Sichuan University, Chengdu 610065, China)ZUO Zhi-li(Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China);Improvement of Synthesizing Technological of Olsalazine[J];China Pharmacy;2008-16
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