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Citation: LIU Yan-Zhu, LI Yong-Xiu, LI Xia, ZHANG Ling. Nitration Reaction betweem Methyl Salicylate and Iron(Ⅲ) Nitrate and Its Regioselectivity[J]. Chinese Journal of Applied Chemistry, ;2010, 27(4): 432-436. doi: 10.3724/SP.J.1095.2010.90336 shu

Nitration Reaction betweem Methyl Salicylate and Iron(Ⅲ) Nitrate and Its Regioselectivity

Department of Chemistry, School of Science, Nanchang University, Nanchang 330031

Received Date: 11 May 2009
Revised Date: 28 July 2009

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.
- iron(Ⅲ)nitrate,
- nitration,
- methyl salicylate,
- quatum chemical computation
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