
TY  - JOUR
A1  - Hartshorn, MP 
A1  - Judd, MC 
A1  - Martyn, RJ 
A1  - Robinson, WT 
A1  - Wright, GJ 
A1  - Vannoort, RW 
T1  - Reactions of 3,4,5-Trimethylbiphenyl and 2,3,4-Trimethylbiphenyl With Nitrogen Dioxide
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1990
VL  - 43
IS  - 9
SP  - 1519
EP  - 1532
KW  - 
UR  - https://doi.org/10.1071/CH9901519 
N2  - Reaction of 3,4,5-trimethylbiphenyl (1) with nitrogen dioxide gives four mononitro compounds (3)-(6) and three dinitro compounds (7)-(9). Similar reaction of 2,3,4-trimethylbiphenyl (2) gives three nitroaromatic compounds (11)-(13), three nitrate esters (14)-(16), and two nitro dienones (17) and (18). Dinitro dienone (17) rearranges in solution to give the corresponding hydroxy nitro dienone (19). The differences between the two sets of products are discussed, and an addition-elimination mechanism is proposed for the mode of formation of the nitro dienones (17) and (18). X-Ray crystal structures are reported for compounds (4) and (19). 
ER  -

