85802-75-1

Upstream product

• 24558-36-9 N,N,2,6-Tetramethyl-4-nitroaniline 
• 108245-10-9 3,5-Dimethyl-4-dimethylamino-acetanilid 

Downstream Products

• 115270-52-5 3,5-dimethyl-4-dimethylamino-4'-nitroazobenzene 
• 85802-74-0 N,2,6-trimethyl-4-nitroaniline 
• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 20557-73-7 trans-3,5-Dimethyl-4-dimethylamino-azobenzol 
• 769-06-2 N,N,2,6-tetramethylaniline 
• 82222-99-9 4-methoxy-N,N,2,6-tetramethylaniline 

Relevant academic research and scientific papers

ipso-Attack in the Nitration of Aromatic Amines. Part 2. Isolation of Salts and Other Products resulting from ipso-Attack

In 70percent nitric acid at 0 deg C, NN,2,4,6-pentamethylaniline undergoes ipso-attack at the 4-position to form the relatively stable ipso-intermediate (2); this ion can be precipitated as the hexafluorophosphate.In more aqueous media, the dimethylamino group is displaced by water to form the hexadienone (4).In aqueous nitric acid at 0 deg C, NN,2,4-tetramethyl-6-nitroaniline undergoes both ipso-attack and addition of water to the ring to form the adduct (8); this ion can also be precipitated as the hexafluorophosphate.The reaction of NN,2,6-tetramethyl-4-methoxyaniline with 52 percent nitric acid at 0 deg C also involves displacement of the dimethylamino group and gives finally 2,6-dimethylbenzoquinone.The initial stages of the reactions of the above amines require the presence of nitrous acid and the reactions are inhibited by hydrazine.