Nitration of Toluene with NO2-O3

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  • Cho, Jin-Ku (Division of Chemical Engineering, Seoul National University) ;
  • Kim, Young-Tae (Division of Chemical Engineering, Seoul National University) ;
  • Kim, Young Gyu (Division of Chemical Engineering, Seoul National University) ;
  • Lee, Yoon-Sik (Division of Chemical Engineering, Seoul National University)
  • 조진구 (서울대학교 공과대학 응용화학부) ;
  • 김영태 (서울대학교 공과대학 응용화학부) ;
  • 김영규 (서울대학교 공과대학 응용화학부) ;
  • 이윤식 (서울대학교 공과대학 응용화학부)
  • Received : 1998.08.02
  • Accepted : 1998.09.09
  • Published : 1998.12.10

Abstract

The well-established nitric acid-sulfuric acid mixed acid process for the nitration of aromatic compounds has serious problems due to the large amount of waste acids and severe reaction conditions. Nitration of toluene can be conducted using nitrogen dioxide and ozone instead of mixed acid. We found that conc. nitric acid increased the reactivity as catalyst and the amount of nitrogen dioxide controlled the extent of nitration. Dinitration proceeded to more than 92 mole % conversion within 2 hr at $0^{\circ}C$ with 6 eq. of nitrogen dioxide and 2 eq./hr of ozone flow. Toluene completed mononitration within 30 min using 3 eq. of nitrogen dioxide, 3 eq. of nitric acid, and 1.5 eq./hr of ozone flow. As a clean process of aromatic nitration, this method is expected to replace the present process which causes the environmental problems.

Acknowledgement

Supported by : 환경부

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