Chem. J. Chinese Universities ›› 1994, Vol. 15 ›› Issue (4): 536.

• Articles • Previous Articles     Next Articles

Reactions of a Series of Alkyl-p-dialkoxybenzenes with Various Nitrating Agents

GONG Yue-Fa1, ZHAO Cheng-Xue1, JIANG Xi-Kui2   

  1. 1. Department of Chemistry, Huazhong University of Science and Technology, Wuhan, 430074;
    2. Shanghai Institute of Organic Chemistry, Academia Sinica
  • Received:1993-05-27 Revised:1993-10-10 Online:1994-04-24 Published:1994-04-24

Abstract: 2-Alkyl-1,4-dimethoxybenzenes (1a-d) react with both concentrated HNO3 and NH4NO3 in glacial acetic acid to form only simple nitrated products,2-alkyl-5-nitro-1,4dimethoxybenzenes (4a-d).However, in the case of 2-alkyl-5-t-butyl-1,4-dimethoxvbenzenes (2a-d) or 2,5-di-t-butyl-1, 4-dibenzoxybenzene (3), the formation of products greatly depends upon both the properties of the employed nitrating agents and the structures of these reactants.According to the observed resultsk, two possibilities for the reactions mechanism are proposed.

Key words: Aromatic nitration, p-Dialkoxybenzene, Single electron transfer, Ipso-de-tbutylation

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