1192-53-6

Basic information

• Product Name: 4,5-DICHLORO-1-METHYLIMIDAZOLE
• Synonyms: 4,5-dichloro-1-methyl-1H-imidazole;4,5-DICHLORO-1-METHYLIMIDAZOLE;BUTTPARK 121\04-73
• CAS NO: 1192-53-6
• Molecular Formula: C₄H₄Cl₂N₂
• Molecular Weight: 150.99
• Mol File: 1192-53-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 53-55°C
• Boiling Point: 286.8°Cat760mmHg
• Flash Point: 127.2°C
• Appearance: /
• Density: 1.49g/cm³
• Vapor Pressure: 0.00446mmHg at 25°C
• Refractive Index: 1.595
• Water Solubility: Soluble in water.
• CAS DataBase Reference: 4,5-DICHLORO-1-METHYLIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DICHLORO-1-METHYLIMIDAZOLE(1192-53-6)
• EPA Substance Registry System: 4,5-DICHLORO-1-METHYLIMIDAZOLE(1192-53-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 1192-53-6(Hazardous Substances Data)

Usage

General Description

4,5-Dichloro-1-methylimidazole is a chemical compound with the molecular formula C4H4Cl2N2. It is a chlorinated derivative of the heterocyclic compound imidazole and is used primarily as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a stabilizer in the production of polyurethane foam and as a corrosion inhibitor in water treatment. 4,5-Dichloro-1-methylimidazole is a white, crystalline solid with a strong, unpleasant odor, and it is considered to be hazardous if not handled and disposed of properly. It is important to take proper safety precautions when working with this chemical, as exposure can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C4H4Cl2N2/c1-8-2-7-3(5)4(8)6/h2H,1H3

Upstream product

• 15965-30-7 4,5-dichloroimidazole 
• 74-88-4 methyl iodide 

Downstream Products

• 1307297-20-6 4,5-dichloro-1-methyl-3-(4-nitrobenzyl)imidazolium bromide 
• 1258870-78-8 4,5-dichloro-1-methyl-3-benzylimidazolium bromide 

Relevant articles and documents

[(NHC)(NHCewg)RuCl2(CHPh)] complexes with modified NHCewg ligands for efficient ring-closing metathesis leading to tetrasubstituted olefins

Imidazolium salts (NHCewg-HCl) with electronically variable substituents in the 4,5-position (H,H or C1,C1 or H,NO2 or CN 5CN) and sterically variable substituents in the 1,3-position (Me,Me or Et,Et or iPr,iPr or Me,iPr) were synthesized and converted into the respective [AgI(NHC)ewg] complexes. The reactions of [(NHC)RuCl 2(CHPh)(Py)2] with the [AgI(NHQw8)] complexes provide the respective [(NHC)(NHCewg)RuCl2(CHPh)] complexes in excellent yields. The catalytic activity of such complexes in ring-closing metathesis (RCM) reactions leading to tetrasubstituted olefins was studied. To obtain quantitative substrate conversion, catalyst loadings of 0.2-0.5 mol% at 80°C in toluene are sufficient. The complex with the best catalytic activity in such RCM reactions and the fastest initiation rate has an NHCewg group with l,3-Me,iPr and 4,5-Cl,Cl substituents and can be synthesized in 95 % isolated yield from the ruthenium precursor. To learn which one of the two NHC ligands acts as the leaving group in olefin metathesis reactions two complexes, [(FL-NHC)-(NHCcwg)RuCl2(CHPh)] and [(FLNHCewg)(NHC)RuCl2(CHPh)], with a dansyl fluorophore (FL)-tagged electron-rich NHC ligand (FL-NHC) and an electron-deficient NHC ligand (FLNHCewg) were prepared. The fluorescence of the dansyl fluorophore is quenched as long as it is in close vicinity to ruthenium, but increases strongly upon dissociation of the respective fluorophore-tagged ligand. In this manner, it was shown for ring-opening metathesis ploymerization (ROMP) reactions at room temperature that the NHCewg ligand normally acts as the leaving group, whereas the other NHC ligand remains ligated to ruthenium.

Novel Chloroimidazolium-Based Ionic Liquids: Synthesis, Characterisation and Behaviour as Solvents to Control Reaction Outcome

Novel ionic liquids containing chlorine atoms on the imidazolium cation were synthesised. The physicochemical properties of these ionic liquids were investigated extensively, including glass transition, melting and decomposition temperatures, density, vis

Synthesis, cytotoxicity and antibacterial studies of symmetrically and non-symmetrically benzyl- or p-cyanobenzyl-substituted N-Heterocyclic carbene - Silver complexes

From the reaction of 1H-imidazole (1a), 4,5-dichloro-1H-imidazole (1b) and 1H-benzimidazole (1c) with p-cyanobenzyl bromide (2), symmetrically substituted N-heterocyclic carbene (NHC) [(3a-c)] precursors, 1-methylimidazole (5a), 4,5-dichloro-1-methylimida