82594-81-8

Basic information

• Product Name: 1H-Imidazole-4-methanol, 2-nitro- (9CI)
• Synonyms: 1H-Imidazole-4-methanol, 2-nitro- (9CI)
• CAS NO: 82594-81-8
• Molecular Formula: C4H5N3O3
• Molecular Weight: 143.1008
• Product Categories: ALDEHYDE
• Mol File: 82594-81-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Imidazole-4-methanol, 2-nitro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-4-methanol, 2-nitro- (9CI)(82594-81-8)
• EPA Substance Registry System: 1H-Imidazole-4-methanol, 2-nitro- (9CI)(82594-81-8)

Safety Data

• Hazardous Substances Data: 82594-81-8(Hazardous Substances Data)

Upstream product

• 33769-07-2 4-(hydroxymethyl)-1-(triphenylmethyl)imidazole 

Relevant articles and documents

New Synthesis of 2-Nitroimidazoles

1-Triphenylmethylimidazoles are treated with n-butyllithium in tetrahydrofuran at 0 deg C to form the 2-lithio derivatives.The latter species react with n-propyl nitrate to give 1-trityl-2-nitroimidazoles which, after acid hydrolysis, provide the correspondine 2-nitroimidazoles. 2-Nitroimidazole was obtained from imidazole from overall yields of 27-35percent; 4-methyl-2-nitroimidazole was obtained in 40percent overall yield from 4-methylimidazole.Imidazole-4,5-dicarboxylic acid was converted, in several steps, to 1-tritylimidazole-4-methanil, and the latter compound was transformed into 2-nitroimidazole-4-methanol in an overall yield of 18percent.Protection of the hydroxymethyl function was found to be unnecessary during carbanion formation and nitration.Attempts to nitrate 1-methylimidazole or 1-methoxymethylimidazole by the same procedure failed.