
TY  - JOUR
A1  - Hartshorn, MP 
A1  - Judd, MC 
A1  - Vannoort, RW 
A1  - Wright, GJ 
T1  - The Nitration of 4-Methylphenol, 3,4-Dimethylphenol and 3,4,5-Trimethylphenol With Nitrogen Dioxide
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1989
VL  - 42
IS  - 5
SP  - 689
EP  - 697
KW  - 
UR  - https://doi.org/10.1071/CH9890689 
N2  - Reaction of 4-methylphenol (la) with excess nitrogen dioxide in either benzene or dichloromethane gives the 4-nitro dienone (2a) and the 2,6-dinitrophenol (5). Similar reactions of 3,4-dimethylphenol (Ib) yields the 4-nitro dienone (2b), the 2,6-dinitrophenol (8) and the 4-hydroxy 2,6-dinitro dienone (9), while reaction of 3,4,5-trimethylphenol (1c) gives the 4-nitro dienone (2c), the 2,4-dinitro dienone (11) and the 2,4,6-trinitro dienone (12a). The reaction pathways by which these products are formed are described and the results of reactions of postulated intermediates with nitrogen dioxide presented. 
ER  -

