高等学校化学学报

高等学校化学学报 ›› 1994, Vol. 15 ›› Issue (4): 536.

• 论文 • 上一篇    下一篇

一系列烷基对二烷氧基苯在不同硝化体系中反应的研究

龚跃法1, 赵成学1, 蒋锡夔2   

  1. 1. 华中理工大学化学系, 武汉, 430074;
    2. 中国科学院上海有机化学研究所
  • 收稿日期:1993-05-27 修回日期:1993-10-10 出版日期:1994-04-24 发布日期:1994-04-24
  • 通讯作者: 龚跃法,男,30岁,博士,副教授.
  • 作者简介:龚跃法,男,30岁,博士,副教授.
  • 基金资助:

    国家自然科学基金

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

PDF (PC)

被引次数

1

摘要： 2-烷基-1,4-二甲氧基苯1a-d(烷基为CH3,CH3CH2,PhCH2(CH3)3C)分别在HNO3-NOAc和NH4NO3-HOAc中反应后生成占绝对优势的硝化产物2-烷基-5-硝基-1,4-二甲氧基苯4a-d.而2-烷基-5-叔丁基-1,4-二甲氧基苯2a-d及2,5-二叔丁基-1,4-二苄氧基苯3在上述二种硝化体系中的反应在很大程度上取决于所用的硝化体系的性质及反应物的结构。对上述反应的机理作了简单的讨论。

关键词: 芳香硝化反应, 对二烷氧基苯, 单电子转移, 同位去叔丁基反应

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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