67019-81-2

Usage

Organic compound

It is a compound containing carbon atoms In this case, 1-methyl-2,5-dinitro-1H-imidazole has a carbon-based structure.

Nitro and imidazole functional groups

These are specific functional groups present in the compound Nitro groups (-NO2) are electron-withdrawing and can increase the reactivity of the compound, while imidazole groups (a 5-membered ring with 2 nitrogen atoms) contribute to the compound's stability and properties.

High-energy materials

1-methyl-2,5-dinitro-1H-imidazole is used in the production of explosives and propellants This indicates its potential as a powerful and reactive substance.

Yellow crystalline solid

The physical appearance of the compound is a yellow, crystalline solid This describes the color and form of the compound, which can be useful for identification and handling purposes.

Relative stability at room temperature

The compound does not decompose or react easily under normal conditions This means that it is generally safe to handle and store at typical ambient temperatures.

Upstream product

• 186581-53-3 diazomethane 
• 5213-49-0 2,4-dinitro-1H-imidazole 

Relevant academic research and scientific papers

Nitroimidazoles: Part XI - Some Halonitro- and Dinitroimidazoles

Methylation of 2-chloro-4-nitroimidazole (6), obtained from imidazole in four steps, either with dimethyl sulphate or with diazomethane affords a mixture of 2-chloro-1-methyl-5-nitroimidazole (10) and the 4-nitro-isomer (7).The corresponding dinitro compounds 11 and 8 are formed in the methylation of 2,4-dinitroimidazole (5), 8 being converted to 7 by the action of POCl3.Reaction of 10 with the sodium salt of N-methanesulphonyl-2-imidazolidinone provides the potent amoebicide, 1-methylsulphonyl-3-(1-methyl-5-nitroimidazol-2-yl)-2-imidazolidinone (2).The isomer 14 issynthesised from 7 in low yield.Ethylation of 5 leads to preponderant N-alkylation, providing a mixture of 1-ethyl dinitroimidazoles (9) and (12), but a small amount of N,C-diethyl derivative 15 is also obtained.The formation of 15 from 5 is rationalised.The diiodination product of imidazole is shown to be 4,5-diiodoimidazole (19), nitric acid transforming it to 4-iodo-5-nitroimidazole (20).Methylation of 20 affords a mixture of isomeric 1-methyliodonitro derivatives (21) and (22).The structures of 21 and 22 are established by 13C NMR data as well as by conversion into morpholine derivatives 26 and 24 respectively which also arise from 1-methylchloronitroimidazoles (25) and (23).A mechanism is proposed for the reported conversion of 5 into 4-chloro-5-nitroimidazole (32) in boiling 2-chloroethanol.

NITROIMIDAZOLES. PART V. CHLORONITROIMIDAZOLES FROM DINITROIMIDAZOLES. A REINVESTIGATION

5(4)-Chloro-4(5)-nitroimidazole and 2-chloro-4(5)-nitroimidazole or their N-methyl derivatives have been synthesized in at least two independent routes.In contrast to some former reports it has been established that from 2,4(or 5)-dinitroimidazoles only 2-chloro-4(or 5)-nitroimidazoles are obtained.In 4,5-dinitroimidazoles only a nitro group in the 5-position is replaced by a chlorine atom.Structures of the obtained compounds have been confirmed by analyses of physico-chemical data.