122606-01-3Relevant academic research and scientific papers
Preparation of and addition of carbanions to 6-methyl-6-nitrocyclohexa-2,4-dienones
Fischer, Alfred,Henderson, George N.,Sankararaman, S.
, p. 1244 - 1246 (2007/10/02)
Nitration of 2-methylphenols with nitric acid and trifluoroacetic anhydride in ether at -78 deg C gives 6-methyl-6-nitrocyclohexa-2,4-dienones that can be isolated.Carbanions add to 5,6-dimethyl-6-nitrocyclohexa-2,4-dienone to give the 5-substituted 2,3-dimethyl-2-nitrocyclohex-3-enone anion, which, with additional carbanion, gives the 5-substituted 2,3-dimethylphenoxide anion by elimination of nitrous acid.Key words: nitration, dienone, addition, carbanion, nucleophilic.
