The nitration of 4,5-Dichloro-, 4,5-Dichloro-6-nitro-, 4,6-Dichloro- and 4,5,6-Trichloro-2-methylphenols ; the formation of substituted Cyclohex-3-enones

Abstract

Nitration of 4, 5-dichloro- and 4, 5-dichloro-6-nitro-2-methylphenols (la) and (lb) gives the gem-dinitrocyclohex-3-enone (6), and nitration of 4, 6-dichloro- and 4, 5, 6-trichloro-2-methylphenols(2) and (1c) gives the dinitrocyclohex-3-enones (8a) and (8b) respectively. Compounds (6) and (8b) yield α-diketone (9b), and compound (8a) yields α-diketone (9a) on heating in tetrachloroethylene. Some reactions of α-diketones (9a) and (9b) are described.