473596
5-Methyl-4-nitroimidazole
98%
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About This Item
Empirical Formula (Hill Notation):
C4H5N3O2
CAS Number:
Molecular Weight:
127.10
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
237-809-5
MDL number:
Assay:
98%
InChI key
WSYOWIMKNNMEMZ-UHFFFAOYSA-N
InChI
1S/C4H5N3O2/c1-3-4(7(8)9)6-2-5-3/h2H,1H3,(H,5,6)
SMILES string
Cc1[nH]cnc1[N+]([O-])=O
assay
98%
mp
249 °C (lit.)
functional group
nitro
Quality Level
Related Categories
General description
5-Methyl-4-nitroimidazole, an imidazole derivative, is a heterocyclic NH-acid. Its nitration in the presence of acetic anhydride/glacial acetic acid has been studied.
Application
5-Methyl-4-nitroimidazole may be used in the following:
- To trap the reactive 1:1 intermediate formed during the reaction between triphenylphosphine and dibenzoylacetylene.
- As a starting reagent in the synthesis of pyrazole derivatives.
- Fabrication of zeolitic imidazolate frameworks (ZIFs).
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Localized cell stimulation by nitric oxide using a photoactive porous coordination polymer platform.
Stéphane Diring et al.
Nature communications, 4, 2684-2684 (2013-10-26)
Functional cellular substrates for localized cell stimulation by small molecules provide an opportunity to control and monitor cell signalling networks chemically in time and space. However, despite improvements in the controlled delivery of bioactive compounds, the precise localization of gaseous
Synthesis, metabolism and structure-mutagenicity relationships of novel 4-nitro-(imidazoles and pyrazoles) in Salmonella typhimurium.
Hrelia P, et al.
Mutation Research. Fundamental and Molecular Mechanisms of Mutagenesis, 397(2), 293-301 (1998)
Reaction between heterocyclic NH-acids and dibenzoylacetylene in the presence of triphenylphosphine. Simple synthesis of 1-(3-furyl)-1H-imidazole derivatives.
Yavari I, et al.
Tetrahedron Letters, 43(51), 9449-9452 (2002)
1, 4-Dinitroimidazole and derivatives. Structure and thermal rearrangement.
Grimmett MR, et al.
Australian Journal of Chemistry, 42(8), 1281-1289 (1989)
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