6794-94-1

Usage

Uses

Used in Pharmaceutical Industry:
1,2-Diethyldiaziridine is used as an intermediate in the synthesis of pharmaceuticals for its ability to form various organic compounds that contribute to the development of new drugs.
Used in Dye Industry:
1,2-Diethyldiaziridine is used as a precursor in the production of dyes, where its chemical properties allow for the creation of a range of colorants for different applications.
Used in Organic Chemicals Industry:
1,2-Diethyldiaziridine is utilized as a building block in the synthesis of other organic chemicals, enabling the production of a variety of compounds for diverse industrial uses.

InChI:InChI=1/C5H12N2/c1-3-6-5-7(6)4-2/h3-5H2,1-2H3

Upstream product

• 50-00-0 formaldehyd 
• 75-04-7 ethylamine 
• 7779-27-3 1,3,5-triethyl-1,3,5-triazacyclohexane 
• 24948-82-1 N-chloroethylamine 
• 54280-83-0 N-Bromoethylamine 

Downstream Products

• 52225-98-6 N-ethyl-N-(1-ethyl-4-oxo-3,3-diphenylazetidin-2-yl)-2,2-diphenylacetamide 
• 863983-17-9 N-{[acetyl(ethyl)amino]methyl}-N-vinylacetamide 

Relevant academic research and scientific papers

Kinetic and quantum chemical studies of the mechanism of formation of 1,2-dialkyldiaziridines

The regularities of AlkNHBr consumption in the reaction of formation of 1,2-dialkyldiaziridines in aqueous media were studied for the first time by UV spectrometry. The rate constants of particular steps of the reaction were estimated starting from the po

New method for the synthesis and the mechanism of formation of 1,2-di- and 1,2,3-trialkyldiaziridines

A new simple approach to the synthesis of 1,2-di-and 1,2,3- trialkyldiaziridines has been developed based on direct chlorination of a mixture of the corresponding aldehyde and an excess of primary aliphatic amine in water. The mechanism of this reaction is proposed and confirmed by quantum chemical calculations at the density functional theory level.

Syntheses of 1,2-di- and 1,2,3-trialkyldiaziridines

The reactions of 1,3,5-trialkylhexahydro-1,3,5-triazines with W-chloroalkylamines resulted in 1,2-dialkyldiaziridines, whereas the reactions of AT-chloroalkylamines or N,N-dichloroalkylamines with an excess of primary aliphatic amines gave 1,2,3-trialkyldiaziridines.

Spectrophotometric Investigation of the Diaziridine-Iodine-Solvent Systems

Appearance of intermolecular interactions in the diaziridine-iodine-solvent system in its electron absorption spectra is considered. The basicity of three representatives of diaziridines (1,2-dimethyldiaziridine, 1,2-diethyldiaziridine, and 1,1′,2,2′-tetramethyl-3,3′-bisdiaziridine) in respect of iodine is characterized, on the basis of calculated ionization potentials. The commonly accepted assignement of the short-wane and long-wave bands in the electron absorption spectra of electron-donor-iodine-solvent system to a single molecular charge-transfer complex is shown to be contradictory.

THE ROLE OF pH IN THE SYNTHESIS OF DIAZIRIDINES

The greatest yield in the synthesis of diaziridines from carbonyl compounds, amines, and aminating reagents in water is achieved at a specific pH, which shifts to less alkaline values with increasing -I effect of the substituents in the carbonyl compound and with increasing pKBH+ value of the amine.The role of pH is related to the conditions for the generation of an immonium from the intermediate α-aminocarbinol.The nuclear Overhauser effect was used to determine the orientation of the substituents in several diastereomers of the dialkyldiaziridines obtained.