71691-71-9

Basic information

• Product Name: 1-methyl-2-(methylsulfonyl)-1H-imidazole
• Synonyms: 1H-Imidazole, 1-methyl-2-(methylsulfonyl)-
• CAS NO: 71691-71-9
• Molecular Formula: C₅H₈N₂O₂S
• Molecular Weight: 160.1942
• Mol File: 71691-71-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 321.8°C at 760 mmHg
• Flash Point: 148.4°C
• Density: 1.35g/cm³
• Vapor Pressure: 0.000291mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: 1-methyl-2-(methylsulfonyl)-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-2-(methylsulfonyl)-1H-imidazole(71691-71-9)
• EPA Substance Registry System: 1-methyl-2-(methylsulfonyl)-1H-imidazole(71691-71-9)

Safety Data

• Hazardous Substances Data: 71691-71-9(Hazardous Substances Data)

Usage

Structural relation to imidazole

1-methyl-2-(methylsulfonyl)-1H-imidazole is derived from imidazole, a heterocyclic aromatic organic compound, indicating a similar structure and properties.

Methyl and methylsulfonyl groups

The compound contains a methyl group (CH3) and a methylsulfonyl group (CH3SO2) attached to the imidazole ring, which contribute to its chemical reactivity and properties.

Use as an intermediate

1-methyl-2-(methylsulfonyl)-1H-imidazole is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals, highlighting its importance in the production of various chemical compounds.

Inhibition of certain enzymes

This compound is known for its ability to inhibit specific enzymes in biological systems, making it useful in research and industrial applications.

Therapeutic potential

1-methyl-2-(methylsulfonyl)-1H-imidazole has been studied for its potential therapeutic properties, particularly in the treatment of neurological disorders, indicating its possible use in medicine.

Upstream product

• 14486-52-3 2-methylmercapto-3-methylimidazole 

Relevant articles and documents

Highly atom-economic, catalyst- and solvent-free oxidation of sulfides into sulfones using 30% aqueous H2O2

Highly atom-efficient oxidation of sulfides into sulfones under solvent- and catalyst-free reaction conditions using a 30% aqueous solution of H 2O2 at 75 °C is reported. A structurally diverse set of phenyl alkyl-, phenyl benzyl-, benzyl alkyl-, dialkyl-, heteroaryl alkyl- and cyclic sulfides were transformed into sulfones regardless of the aggregate state and electronic nature of the substituents. In spite of the heterogeneous reaction mixtures throughout the work, no difficulties with stirring and reaction progress were noted. In numerous cases, only 10 mol% excess of H 2O2 was used, thus contributing considerably to the high atom economy of the process. Some solid substrates required a variable excess of hydrogen peroxide; however, the reactions were performed strictly without organic solvents. The transformation was demonstrated to be amenable for scale-up with both liquid and solid sulfides. In addition, isolation and purification of the crude products can be simply done with only filtration and crystallization.

Transfer of Alkoxycarbonyl from Alkyl Imidazolium-2-carboxylates to Benzyl Alcohol, a Cyclohexanone Enamine and Diethylamine

Alkylimidazole-2-carboxylates may be alkylated with methyl triflate to give the corresponding N-methylimidazolium salts.These salts react with benzyl alcohol in the presence of 1,4-diazabicyclooctane, with 1-(pyrrolidin-1-yl)cyclohexene and with diethylamine to give benzyl alkyl carbonates, an enamino ester and a urethane respectively; in one case a tetrahedral intermediate is observed.The corresponding phenyl ester was consumed without attack by benzyl alcohol at the carbonyl group.A 2-cyanoimidazolium salt underwent similar ill-defined consumption whereas a 2-dimethylaminocarbonyl derivative remained unchanged. 2-Methylsulfonylimidazolium salts suffered attack by benzyl alcohol at the ring C-2.