Citation:
Qi Xiu-Fang, CHENG Guang-Bin, LÜ Chun-Xu, QIAN De-Sheng. Regioselective Nitration of Toluene with HNO3/Ac2O Catalyzed by Caprolactam-Based Brφnsted Acidic Ionic Liquids[J]. Chinese Journal of Applied Chemistry,
;2008, 25(2): 147-151.
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Several new caprolactam-based Brφnsted acidic ionic liquids[Caprolactam]X(X-=pTSOX-,BSOX-,BFX4-,NOX3-) with relatively low cost and low toxicity were synthesized and used for the first time in catalyzing organic reaction.They showed good catalytic activity in the nitration of toluene with HNO3/Ac2O.Among them,[Caprolactam]pTSO was the best one probably because of its better affinity for aromatics than the others.[Caprolactam]pTSO catalyzed the reaction at room temperature for 2 h,achieving a high yield(99.7% from GC) of mono-nitrotoluenes and good para-selectivity(ortho/para=1.03) when the molar ratio of nitric acid to toluene was 1:1 and the molar fraction of[Caprolactam]pTSO was 10%.When[Capro-lactam]pTSO was reused for the fourth time,the yield of mono-nitrotoluenes was 93.4%(from GC) and the ortho/para ratio was 1.12.
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