37067-96-2

Basic information

• Product Name: 4,5-DIIODO-1-METHYL-1H-IMIDAZOLE
• Synonyms: 4,5-DIIODO-1-METHYL-1H-IMIDAZOLE;4,5-DIIODO-1-METHYLIMIDAZOLE;1-Methyl-4,5-diiodo-1h-imidazole;1H-Imidazole, 4,5-diiodo-1-methyl-
• CAS NO: 37067-96-2
• Molecular Formula: C₄H₄I₂N₂
• Molecular Weight: 333.9
• Product Categories: blocks;Imidazoles;Iodides;Imidazol&Benzimidazole
• Mol File: 37067-96-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 142-143°C
• Boiling Point: 382.2 °C at 760 mmHg
• Flash Point: 185 °C
• Appearance: /
• Density: 2.83 g/cm³
• Vapor Pressure: 1.06E-05mmHg at 25°C
• Refractive Index: 1.803
• Storage Temp.: Keep Cold
• PKA: 2.79±0.61(Predicted)
• CAS DataBase Reference: 4,5-DIIODO-1-METHYL-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIIODO-1-METHYL-1H-IMIDAZOLE(37067-96-2)
• EPA Substance Registry System: 4,5-DIIODO-1-METHYL-1H-IMIDAZOLE(37067-96-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 37067-96-2(Hazardous Substances Data)

Usage

General Description

4,5-DIIODO-1-METHYL-1H-IMIDAZOLE is a chemical compound with the molecular formula C4H4I2N2. It is a derivative of imidazole and is primarily used in pharmaceutical and chemical research. 4,5-DIIODO-1-METHYL-1H-IMIDAZOLE is known for its antimicrobial properties, making it useful in the development of antimicrobial agents and drugs. It also has potential applications in the field of organic synthesis and is often used as a reagent in chemical reactions. Additionally, 4,5-DIIODO-1-METHYL-1H-IMIDAZOLE is used as a building block in the synthesis of various organic compounds, making it a valuable tool in medicinal and chemical research.

InChI:InChI=1/C4H4I2N2/c1-8-2-7-3(5)4(8)6/h2H,1H3

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 15813-09-9 4,5-diiodo-1H-imidazole 
• 74-88-4 methyl iodide 

Downstream Products

• 71759-87-0 4-iodo-1-methyl-1H-imidazole 
• 213179-97-6 4-Iodo-1-methyl-5-(3-methyl-but-2-enyl)-1H-imidazole 
• 50609-88-6 4,5-diphenyl-1-methyl-1H-imidazole 
• 706785-34-4 1-methyl-4,5-di-prop-1-ynyl-1H-imidazole 
• 1071983-13-5 5-(4-benzyloxy)-phenyl-(4-iodo-1-methyl-1H-imidazol-5-yl)-methanol 
• 189014-13-9 1-methyl-4-iodoimidazole-5-carboxaldehyde 
• 1197054-82-2 (4-iodo-1-methyl-1H-imidazol-5-yl)(4-methoxyphenyl)methanol 
• 1197054-75-3 [4-(tert-butyldimethylsilyloxy)phenyl]-(5-iodo-3-methyl-1H-imidazol-4-yl)methanol 
• 1225039-31-5 5-(4-benzyloxy-3,5-dimethoxyphenyl)hydroxymethyl-4-iodo-1-methyl-1H-imidazole 
• 1415582-65-8 (5-iodo-3-methyl-3H-imidazol-4-yl)(3,4,5-trimethoxy-phenyl)methanol 
• 1415582-64-7 (3,4-dimethoxyphenyl)(4-iodo-1-methyl-1H-imidazol-5-yl)methanol 
• 1415582-63-6 (4-(benzyloxy)-3-methoxyphenyl)(4-iodo-1-methyl-1H-imidazol-5-yl)methanol 
• 1415582-79-4 (5-iodo-3-methyl-3H-imidazol-4-yl)-(2,3,4-trimethoxyphenyl)methanol 
• 1424382-13-7 C₁₂H₁₁I₂N₂O⁽¹⁺⁾*Br^(1-) 

Relevant articles and documents

Regioselective synthesis of 1-benzyl- and 1-methyl-4- vinylimidazole and their reactions with N-phenylmaleimide

The regioselective synthesis of 1-benzyl- and 1-methyl-4- vinylimidazole from 4,5-diiodoimidazole is described. Their Diels-Alder reactions with N-phenylmaleimide provide a variety of adducts, including the anticipated enamine and the corresponding aromatized isomer. However, additional products including ene adducts, a bis Diels-Alder adduct and oxidation products were isolated.

NOVEL RECYCLABLE IODINATING AGENT AND ITS APPLICATIONS

The present invention provides a novel recyclable catalysts of formula A, [Formula A should be inserted here] wherein X is selected from the group consisting of [Formula should be inserted here] The present invention also provides a novel recyclable iodinating agent of formula I, II or III and a process for the synthesis thereof. [ Formula I, II & III should be inserted here] Further, the present invention provides a process of halogenation of amines and heterocyclic compounds by employing recyclable catalyst of formula (I).

Preparation and diels-alder chemistry of 4-vinylimidazoles

(Chemical Equation Presented) Various 4-vinylimidazole derivatives have been prepared from the corresponding 4-iodoimidazoles or from urocanic acid. Several methods for the elaboration of these vinylimidazoles and their Diels-Alder reactions are reported. All of the vinylimidazoles prepared in the course of this study react with N-phenylmaleimide quite readily with mild thermal activation providing a single cycloadduct, in most cases the initial, nonaromatic adduct. With more electron rich substrates, there is a tendency for these initial cycloadducts to undergo aromatization, ene reaction, and oxidation although this can be circumvented to a large extent by the choice of reaction conditions. Limited reactions were observed with other dienophiles, providing the expected cycloadducts in most cases, although an abnormal adduct was obtained in one case with dimethyl acetylene dicarboxylate. These substrates also participate in regioselective Diels-Alder reactions with monoactivated dienophiles, but require fairly forcing conditions, thus only providing the aromatized cycloadducts in modest yields. An investigation of substituent effects at the 2-position of the imidazole moiety was undertaken, in which electron-donating and weakly electron-withdrawing substituents are tolerated. In addition, several substrates with terminally substituted vinyl moieties have been investigated.