94045-98-4Relevant academic research and scientific papers
FORMATION OF DIENONES ON THE REACTION OF CRESOLS, XYLENOLS, AND 2-NAPHTHOL WITH NITROGEN DIOXIDE: OBSERVATION OF KETO TAUTOMERS OF NITROPHENOLS
Fischer, Alfred,Mathivanan, N.
, p. 1869 - 1872 (2007/10/02)
Reaction of o- and p-cresol, the xylenols, and 2-naphthol with nitrogen dioxide gives nitrocyclohexadienones and nitrophenols.Secondary nitrodienones, the keto tautomers of the nitrophenols, have been observed in several cases and are intermediates in the formation of the nitrophenols.
ipso Nitration. XXIV. Nitration of 2-methylphenols. Formation and rearrangement of 6-methyl-6-nitrocyclohexa-2,4-dienones
Cross, Gordon G.,Fischer, Alfred,Henderson, George N.,Smyth, Trevor A.
, p. 1446 - 1451 (2007/10/02)
Nitration of o-cresol and some mono-, di-, and trimethyl derivatives in acetic anhydride at -60 deg C gives 6-methyl-6-nitrocyclohexa-2,4-dienones.The dienones are more labile than the isomeric 4-methyl-4-nitrocyclohexa-2,5-dienones and, if the 2-position of the dienone is not blocked, undergo regiospecific rearrangement to 6-nitro-o-cresols. 2,3,6-Trimethyl- and 2,3,5,6-tetramethylphenol also give a 2,5-dienone with nitro attached to a secondary carbon.
