6665-95-8

Basic information

• Product Name: Phenol, 2,3-dimethyl-6-nitro-
• Synonyms: Phenol, 2,3-dimethyl-6-nitro-;2,3-Dimethyl-6-nitrophenol
• CAS NO: 6665-95-8
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16
• Mol File: 6665-95-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Phenol, 2,3-dimethyl-6-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2,3-dimethyl-6-nitro-(6665-95-8)
• EPA Substance Registry System: Phenol, 2,3-dimethyl-6-nitro-(6665-95-8)

Safety Data

• Hazardous Substances Data: 6665-95-8(Hazardous Substances Data)

Upstream product

• 526-75-0 2,3-Dimethylphenol 
• 77815-17-9 5,6-dimethyl-6-nitrocyclohexa-2,4-dienone 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 99321-71-8 2,3-dimethyl-6-nitroanisole 
• 59146-96-2 2,3-dimethyl-6-nitroaniline 
• 67291-62-7 2-methoxy-3.4-dimethylaniline 
• 18102-34-6 2-methoxy-3,4-dimethylphenol 
• 23363-74-8 5,6-dimethyl-2-aminophenol 

Relevant articles and documents

Preparation of and addition of carbanions to 6-methyl-6-nitrocyclohexa-2,4-dienones

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.

ipso Nitration. XXIV. Nitration of 2-methylphenols. Formation and rearrangement of 6-methyl-6-nitrocyclohexa-2,4-dienones

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.