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Nitration of Aromatic Compounds in Brnsted Acidic Ionic Liquid
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    Abstract:

    Various aromatic compounds,including alkyl and halo benzenes,were nitrated to mononitro compounds in reasonable yields (40%-80%) with NH4NO3 from 0 ℃ to room temperature in Brnsted acidic ionic liquids with [Hmim][CF3COO] and [Hmim][HSO4] as solvent and catalyst respectively. The isomer ratios for nitration of toluene in Brnsted acidic ionic liquids were comparable to that obtained in mixed acid nitration. Isomer ratios for the nitration of halo benzenes in Brnsted acidic ionic liquids are different from that obtained in mixed acid nitration,usually,with higher para selectivity. The para-/ortho- product isomer ratio is 6.2 for the nitration of chlorobenzene at 18 ℃ for 8 h with n(TFAA)/n(NH4NO3)=5. The para-/ortho- product isomer ratio is 14.0 for the nitration of bromobenzene at 0 ℃ for 8 h with n(TFAA)/n(NH4NO3)=5. The para-product, p-nitrobromobenzene, from the nitration of bromobenzene in [Hmim][HSO4] under 0 ℃ precipitates with 98% purity, which facilitates the separation of the pure isomert.

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岳彩波,魏运洋,吕敏杰. Brφnsted酸性离子液体中芳烃硝化反应的研究[J].含能材料,2007,15(2):118-121.
YUE Cai-bo, WEI Yun-yang, Lü Min-jie. Nitration of Aromatic Compounds in Brnsted Acidic Ionic Liquid[J]. Chinese Journal of Energetic Materials,2007,15(2):118-121.

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History
  • Received:May 26,2006
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  • Online: October 31,2011
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