2-Methyl-4-nitroimidazole

Base Information

• Chemical Name: 2-Methyl-4-nitroimidazole
• CAS No.: 696-23-1
• Deprecated CAS: 100215-29-0,88054-22-2,88054-22-2
• Molecular Formula: C4H5N3O2
• Molecular Weight: 127.103
• Hs Code.: 2933290000
• European Community (EC) Number: 211-790-3,618-108-7,800-288-5
• UNII: 24AG2WW15W
• DSSTox Substance ID: DTXSID2061010
• Nikkaji Number: J847H,J2.909.232J
• Wikidata: Q27253838
• ChEMBL ID: CHEMBL134454
• Mol file: 696-23-1.mol

Synonyms:1H-Imidazole,2-methyl-4-nitro- (9CI);Imidazole, 2-methyl-4(or 5)-nitro- (7CI);Imidazole,2-methyl-4-nitro- (8CI);2-Methyl-4-nitro-1H-imidazole;2-Methyl-5-nitro-1H-imidazole;2-Methyl-5-nitroimidazole;L 581490;RP 8532;1H-Imidazole,2-methyl-5-nitro-;

Chemical Property of 2-Methyl-4-nitroimidazole

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 3.14E-06mmHg at 25°C
• Melting Point: 251-255 °C(lit.)
• Refractive Index: 1.591
• Boiling Point: 399.5 °C at 760 mmHg
• PKA: 8.87±0.10(Predicted)
• Flash Point: 195.4 °C
• PSA: 74.50000
• Density: 1.426g/cm³
• LogP: 1.14950
• Storage Temp.: Refrigerator
• Water Solubility.: 3.01g/L(20 oC)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 127.038176411
• Heavy Atom Count: 9
• Complexity: 122

Purity/Quality:

99.9% ^*data from raw suppliers

2-Methyl-5-nitroimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.
• Hazard Codes: Xn
• Statements: 68-40-22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=NC=C(N1)[N+](=O)[O-]
• Uses: Floconazole impurity. 2-Methyl-4(5)-nitroimidazole was used to study the mechanism of both the alkaline and acidic hydrolysis of tinidazole.

Technology Process of 2-Methyl-4-nitroimidazole

There total 16 articles about 2-Methyl-4-nitroimidazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.5%

2-methylimidazole (693-98-1) → 2-methyl-5-nitro-1H-imidazole (696-23-1,88054-22-2)

Guidance literature:

With hydrogenchloride; sodium nitrate; nitric acid; at 70 - 120 ℃;

Reference yield: 96.0%

2-methylimidazole (693-98-1) → 2-methyl-4-nitro-1H-imidazole (696-23-1)

Guidance literature:

With sodium nitrate; sulfuric acid; at 145 ℃; for 6h;

DOI:10.1016/j.jorganchem.2018.06.019

Reference yield: 41.0%

2-methylimidazole (693-98-1) → 2-methyl-1,4-dinitro-1H-imidazole (19182-82-2) + 2-methyl-4-nitro-1H-imidazole (696-23-1)

Guidance literature:

With methanesulfonic acid; Nitrogen dioxide; ozone; In dichloromethane; at 0 ℃; for 1.5h;

upstream raw materials:

2-methylimidazole

metronidazole

4-iodo-2-methyl-5-nitro-1H-imidazole

4-bromo-2-methyl-5-nitroimidazole

Downstream raw materials:

4,4'-Diacetamido-2,2'-dimethyl-5,5'-biimidazole

4-Acetamido-1-acetyl-2-methylimidazole

1-(4-chloro-benzyl)-2-methyl-4-nitro-1H-imidazole

ammonia

Refernces

• 1、 Bajkacz, Sylwia,Felis, Ewa,Kasprzyk, Patrycja,Stando, Klaudia. "Heterogeneous photocatalysis of metronidazole in aquatic samples". supporting information. . Retrieved 2021/12/24.
• 2、 -. "Novel nitroimidazole drug as well as preparation method and application of novel nitroimidazole drug". Paragraph 0022. . Retrieved 2018/04/01.