89883-10-3Relevant academic research and scientific papers
The Nitration of Some Substituted 4-Methylphenols; X-Ray Crystal Structure of (Z)-3-Bromo-5-(bromonitromethylene)furan-2(5H)-one
Gray, Michael J.,Hartshorn, Michael P.,Penfold, Bruce R.,Vaugnan, John
, p. 55 - 64 (2007/10/02)
The nitrations of 2-substituted 4-methyl-6-nitrophenols (1a), (1b) and (1c) give 6-substituted 3-methyl-2-nitro-1,4-benzoquinones (2a), (2b) and (2c).Similar reaction of 2,3-dibromo-4-methyl-6-nitrophenol (5) gives 2,3-dibromo-5-methyl-6-nitro-1,4-benzoquinone (7) and the 4-nitratocyclohexa-2,5-dienone (12).In contrast, 2,3,6-tribromo- (4a) and 2,6-dibromo- (4b) 4-methylphenols give 1,4-benzoquinones with loss of the methyl group.Lactone (18) was formed in the nitration of the 2,6-dibromophenol (4b) and its structure was determined by single-crystal X-ray analysis.
