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Citation: CHENG Guang-Bin, QIAN De-Sheng, QI Xiu-Fang, LU Chun-Xu. Regioselective Nitration of Toluene in Caprolactam-p-toluenesulfonate Ionic Liquid[J]. Chinese Journal of Applied Chemistry, ;2007, 24(11): 1255-1258. shu

Regioselective Nitration of Toluene in Caprolactam-p-toluenesulfonate Ionic Liquid

1.
a School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094;
2.
b Chaohu College, Chaohu

Corresponding author: CHENG Guang-Bin,
Received Date: 18 November 2006
Available Online: 5 February 2007
Fund Project: 国防科工委"十五"预研项目(40406020103) (40406020103)

A novel low toxicity caprolactam-cation-based Bronsted acid ionic liquid(IL) was prepared and used as the solvent and catalyst in the nitration of toluene with 1 equiv of 67% nitric acid. The structure of the ionic liquid was characterized by ¹H NMR and FTIR. The effect of reaction temperature, reaction time and the amount of catalyst on product yield and para-selectivity for the nitration of toluene was investigated. Nitroto-luene with a yield of 37.1% and an ortho-para isomer ratio of 1.2 was obtained under the optimal conditions. The ionic liquid was recycled 4 times with a slightly decreased yield and the same para-selectivity. The structure of the reused ionic liquid was characterized by MS, and it was found that the IL was stable under the reaction conditions.
- toluene,
- ionic liquid,
- nitration
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