4-Methyl-5-nitroimidazole

Base Information

• Chemical Name: 4-Methyl-5-nitroimidazole
• CAS No.: 14003-66-8
• Molecular Formula: C4H5 N3 O2
• Molecular Weight: 127.103
• Hs Code.: 2933290090
• Mol file: 14003-66-8.mol

Synonyms:Imidazole,4(or 5)-methyl-5(or 4)-nitro- (7CI); Imidazole, 4-methyl-5-nitro- (6CI,8CI);4-Methyl-5-nitroimidazole; 5-Methyl-4-nitroimidazole; NSC 156634; RP 8549

Chemical Property of 4-Methyl-5-nitroimidazole

Chemical Property:

• Vapor Pressure: 0.00144mmHg at 25°C
• Melting Point: 249 °C(lit.)
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 296.4oC at 760 mmHg
• PKA: 8.74±0.10(Predicted)
• Flash Point: 130.2oC
• PSA: 74.50000
• Density: 1.149g/cm3
• LogP: 1.14950
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Sparingly), Methanol (Slightly, Sonicated)

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Methyl-4-nitroimidazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 5-Methyl-4-nitroimidazole can cause mutations with Klebsiella pneumonia and Salmonella typhimurium. 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).

Technology Process of 4-Methyl-5-nitroimidazole

There total 5 articles about 4-Methyl-5-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: 90.0%

4-methyl-1H-imidazole (822-36-6) → 4-methyl-5-nitro-1H-imidazole (14003-66-8)

Guidance literature:

With sulfuric acid; nitric acid; at 20 ℃; for 0.5h;

DOI:10.1021/jm021030a

Reference yield: 52.0%

5-methyl-1,4-dinitro-1H-imidazole (86760-83-0) → 5-methyl-4-nitro-1H-imidazole (14003-66-8)

Guidance literature:

With hydrazine hydrate; pH 7.5-8;

DOI:10.1016/0040-4020(96)00903-9

Reference yield: 10.0%

cis-bis(ethylenediamine)(4-methylimidazole)chlorocobalt(III)(2+) (88657-81-2) → cis-bis(ethylenediamine)(4-methyl-5-nitroimidazolato)chlorocobalt(III)(1+) (136537-79-6) + 4-methyl-5-nitro-1H-imidazole (14003-66-8)

Guidance literature:

With HNO₃; H₂SO₄; In neat (no solvent); nitrating mixt. from H2SO4 and HNO3 and Co-complex are reacted for 20 min;; soln. is warmed to room temp. and diluted with water, pH 8 with NaHCO3, extn. (Et2O), evapn.;;

upstream raw materials:

4-methyl-1H-imidazole

cis-bis(ethylenediamine)(4-methylimidazole)chlorocobalt(III)⁽²⁺⁾

5-methyl-1,4-dinitro-1H-imidazole

Downstream raw materials:

4-nitro-5-styryl-1⁽³⁾H-imidazole

4-nitro-5-styryl-1⁽³⁾H-imidazole

1,5-dimethyl-4-nitro-1H-imidazole

1,4-dimethyl-5-nitro-1H-imidazole

Refernces

• 1、 Long, Tengfang,Liu, Lei,Tao, Youqi,Zhang, Wanli,Quan, Jiale,Zheng, Jie,Hegemann, Julian D.,Uesugi, Motonari,Yao, Wenbing,Tian, Hong,Wang, Huan. "Light-Controlled Tyrosine Nitration of Proteins". supporting information. p. 13414 - 13422. Retrieved 2021/05/12.
• 2、 Llempen, H.,Suwinski, J.. "NITROIMIDAZOLES. PART XIII. HYDROLYSIS OF 1,4-DINITROIMIDAZOLES IN WATER SOLUTIONS OF SULFURIC ACID". . p. 819 - 826. Retrieved 2007/10/02.