71608-03-2

Basic information

• Product Name: 1,3-Benzenediol, 4-methyl-6-nitro-
• CAS NO: 71608-03-2
• Molecular Formula: C7H7NO4
• Molecular Weight: 169.137
• Mol File: 71608-03-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,3-Benzenediol, 4-methyl-6-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzenediol, 4-methyl-6-nitro-(71608-03-2)
• EPA Substance Registry System: 1,3-Benzenediol, 4-methyl-6-nitro-(71608-03-2)

Safety Data

• Hazardous Substances Data: 71608-03-2(Hazardous Substances Data)

Usage

Synonyms

p-methyl-6-nitrocatechol, 4-methyl-6-nitroresorcinol

Type of compound

Derivative of resorcinol

Uses

a. Production of dyes
b. Pharmaceuticals
c. Chemical intermediate in organic synthesis

Physical state

Yellow solid

Application in analytical chemistry

Indicator for the presence of metal ions

Antioxidant properties

Used in personal care products and cosmetics

Safety precautions

Toxic and harmful if ingested or inhaled, handle with caution

Upstream product

• 60-29-7 diethyl ether 
• 496-73-1 4-methyl resorcinol 
• 7697-37-2 nitric acid 

Downstream Products

• 708201-61-0 4-amino-6-methyl-resorcinol 

Relevant articles and documents

PYRIMIDINES-19. RING TRANSFORMATION OF 5-NITROURACIL INTO NITRORESORCINOLS

The first intermolecular ring transformation of a uracil derivative into benzene system is reported.Treatment of 1,3-dimethyl-5-nitrouracil (1) with acetone in NaOMe/MeOH afforded 6-acetonyl-5,6-dihydro-1,3-dimethyl-5-nitrouracil (6) wich was converted into 4-nitroresorcinol (5) upon treatment with NaOEt/EtOH at reflux.Reaction of 1 with butanone gave two major products, 3-(5,6-dihydro-1,3-dimethyl-5-nitrouracil-6-yl)-butanone (7) and 1-(uracil-6-yl)butanone isomer (8).Prolonged treatment of 7 with NaOEt/EtOH afforded 4-methyl-6-nitro-resorcinol (9) whereas 8 was converted into 2-methyl-4-nitro-resorcinol (10).Treatment of 1 with diethyl acetonedicarboxylate in NaOEt/EtOH afforded diethyl-2-(5,6-dihydro-1,3-dimethyl-5-nitrouracil-6-yl)-acetonedicarboxylate (2).Prolonged treatment of 2 with NaOEt/EtOH at reflux afforded (5,6-dihydro-1,3-dimethyl-6-nitrouracil-6-yl)acetic acid (3).Apparently, 2 underwent a retroClaisen reaction to give 3.Reaction of 1 with ethyl acetoacetate in NaOEt/EtOH gave adduct isomers 4 which underwent transformation reaction to give eventually 6-nitroresorcinol (5).