62366-40-9

Basic information

• Product Name: BIS-(1-METHYL-1H-IMIDAZOL-2-YL)-METHANONE
• Synonyms: BIS-(1-METHYL-1H-IMIDAZOL-2-YL)-METHANONE;Bis(1-methyl-2-imidazolyl)ketone;Bis(1-methyl-2-imidazolyl)methanone;BMIK;bis(1-methylimidazol-2-yl)methanone
• CAS NO: 62366-40-9
• Molecular Formula: C₉H₁₀N₄O
• Molecular Weight: 190.2019
• Product Categories: UV/Vis Reagents;Analytical Reagents;Analytical/Chromatography;Building Blocks;C9 to C30+;Chemical Synthesis;Heterocyclic Building Blocks;Imidazoles;Spectroscopy;UV/Visible (UV/VIS) Spectroscopy
• Mol File: 62366-40-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 151.2-153.0 °C
• Boiling Point: 414.1±28.0 °C(Predicted)
• Appearance: /
• Density: 1.29±0.1 g/cm3(Predicted)
• Solubility: H2O: soluble50mg/mL, clear, colorless to slightly yellow
• PKA: 3.35±0.25(Predicted)
• BRN: 914434
• CAS DataBase Reference: BIS-(1-METHYL-1H-IMIDAZOL-2-YL)-METHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS-(1-METHYL-1H-IMIDAZOL-2-YL)-METHANONE(62366-40-9)
• EPA Substance Registry System: BIS-(1-METHYL-1H-IMIDAZOL-2-YL)-METHANONE(62366-40-9)

Safety Data

• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3263 8 / PGII
• WGK Germany: 3
• Hazardous Substances Data: 62366-40-9(Hazardous Substances Data)

Usage

Uses

Highly selective colorimetric indicator for Fe(II) in aqueous samples.

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 105-58-8 Diethyl carbonate 
• 616-38-6 carbonic acid dimethyl ester 
• 30148-21-1 ethyl 1-methyl-1H-imidazole-2-carboxylate 

Downstream Products

• 256370-97-5 bis(1-methyl-2-imidazolyl)(1-trityl-4-imidazolyl)carbinol 
• 65772-54-5 N-(3,5-dimethylphenyl)-N-methylformamide 
• 307949-04-8 [CH₃Pd(CH₃CN)(C₃H₂N₂CH₃)2CO]⁽¹⁺⁾*B(C₆H₅)4^(1-)=[CH₃Pd(CH₃CN)(C₃H₂N₂CH₃)2CO]B(C₆H₅)4 
• 949164-70-9 (bis(N-methylimidazol-2-yl)ethane)dicarbonyliridium(I) tetraphenylborate 
• 886058-73-7 bromo(ortho-tolyl)[bis(1-methylimidazol-2-yl)methanone]nickel(II) 
• 193748-36-6 RuH(CO)(C₉H₁₀N₄O)(P(C₆H₅)3)2⁽¹⁺⁾*Cl^(1-) = [RuH(CO)(C₉H₁₀N₄O)(P(C₆H₅)3)2]Cl 
• 332941-36-3 2-[2-(Diphenylphosphino)-1-(1-methyl-1H-imidazol-2-yl)ethyl]-1-methyl-1H-imidazole 
• 332941-40-9 2-[(Diphenylphosphino)(1-methyl-1H-imidazol-2-yl)methyl]-1-methyl-1H-imidazole 
• 256370-98-6 bis(1-methyl-2-imidazolyl)(1-trityl-4-imidazolyl)methyl methyl ether 
• 351866-09-6 N-[Bis(1-methyl-1H-imidazol-2-yl)methylene]-N-phenylamine 

Relevant articles and documents

Photochemical synthesis of a palladium dichloromethyl complex, {(hexyl)HC(N-methyl-imidazol-2-yl)2}Pd(CHCl2)Cl. X-ray molecular structures of {(hexyl)HC(N-methylimidazolyl-2-yl)2} Pd(X)Cl, X=Cl, and CHCl2

The reaction of (hexyl)HC(mim)2 (1, mim= N -methyl-imidazol-2-yl) with (cod)PdMeCl in C6H6 yields {(hexyl)HC(mim)2}Pd(Me)Cl (3). The photochemical reaction of 3 with CH2Cl2 at 23 °C in ambient room light yields {(hexyl)HC(mim)2}Pd(CHCl2)Cl (4). It is proposed that this reaction proceeds by homolytic scission of the Pd-Me bond of 3.

Transition metal complexes of the novel hexadentate ligand 1,4-bis(di(N-methylimidazol-2-yl)methyl)phthalazine

The novel polydentate ligand 1,4-bis(di(N-methylimidazol-2-yl)methyl) phthalazine, bimptz, has been synthesized and its coordination chemistry was investigated. Bimptz is neutral and contains a central phthalazine unit, to which two di-(N-methylimidazol-2-yl)methyl groups are attached in the 1,4-positions. This ligand therefore provides up to 6 donor sites for coordination to metal ions. A series of metal complexes of bimptz was prepared and their molecular structures were determined by X-ray diffraction. Upon reaction of bimptz with two equivalents of MnCl2·4H 2O, CoCl2·6H2O and [Ru(dmso) 4Cl2], the dinuclear complexes [Mn2(bimptz)(- Cl)2Cl2] (1), [Co2(bimptz)(CH 3OH)2(-Cl)2](PF6)2 (3) and [Ru2(bimptz)(dmso)2(-Cl)2](PF 6)2 (4), respectively, were isolated. The latter were found to have similar solid state structures with octahedrally coordinated metal centers bridged by the phthalazine unit and two chloro ligands. The cobalt and ruthenium complexes 3 and 4 were isolated as PF6- salts and contain neutral methanol and dmso ligands, respectively, at the terminal coordination sites of the metal centres. The mononuclear ruthenium complex [Ru(Hbimptz)2](PF6)4 (6) was obtained from the reaction of two equivalents bimptz with [Ru(dmso)4Cl2]. In complex 6, three donor sites per ligand molecule are used for coordination of the Ru(ii) center. In each bimptz ligand, one of the remaining, dangling N-methylimidazole rings is protonated and forms a hydrogen bond with the unprotonated N-methylimidazole ring of the other bimptz ligand.

Expedient synthesis of symmetric aryl ketones and of ambient-temperature molten salts of imidazole

A short procedure for the synthesis of 2,2-di(3-thienyl)-1,3-dioxolan is described. The route developed is convenient (only two synthetic and one chromatographic steps are required) and efficient (66% overall yield from 3-bromothiophene). This compound was transformed into the ketone, cyclopenta[2,1-b:3',4'-b']dithiophen-4-one by a known process. Optimized syntheses of symmetric aryl ketones, 1-alkyl-3-methylimidazolium and 1-alkyl-2-methyl-3-methylimidazolium liquid salts are also reported.