157-16-4

Usage

InChI:InChI=1/C2H3N/c1-2-3-1/h1H,2H2

Upstream product

• 2465-56-7 methylene 
• 74-90-8 hydrogen cyanide 
• 7570-25-4 azide vinylique 
• 288-36-8 1,2,3-triazole 

Relevant academic research and scientific papers

GAS-PHASE REACTIONS. 36. PYROLYSIS OF VINYL AZIDE.

The gas-phase pyrolyses of vinyl azide as well as of 1H-1,2,3-triazole have been investigated by means of PE spectroscopy. In accordance with predictions from MNDO hypersurface studies, vinyl azide in its lowest thermal decomposition channel splits off nitrogen to yield predominantly 2H-azirine as identified by the PE spectrum of the cool-trapped compound, which at higher temperatures rearranges to the most stable C//2H//3N isomer, acetonitrile. The experimental observations and the quantum chemical calculations both indicate that among those reaction pathways, which can readily be characterized by a suitably selected pair of reaction coordinates from the 12-dimensional hyperspace for the C//2H//3N moiety, synchronous nitrogen extrusion-azirine ring formation is the energetically most favorable one.

Metastable Isomers of Acetonitrile: Syntheses of Vinylideneamine and Δ1-Azirine

The flash vacuum thermolysis and/or gas-solid phase multistep sequences allow the synthesis of vinylideneamine and a safe, preparative-scale synthesis of Δ1-azirine.

Hydrogen Cyanide N-Methylide: Preparation, Spectroscopic Identification, and Its Relationship to Other C2H3N Isomers

With the intention of isolating 1H-azirene (8) we studied several precursors which should offer an entry into the C2H3N potential energy hypersurface.It was found that in addition to the known isomers 1, 2, 3, and 6 hydrogen cyanide N-methylide (5) - and probably aminoacetylene (4) - can be detected in an argon matrix at 10 K.No spectroscopic evidence for the formation of 1H-azirene (8) was found.In other words, the first six members 1-6 are now all identified.The elucidation of the structure of the new C2H3N species is based on the comparison of the observed IR spectra with those calculated by ab initio methods. - Key Words: Matrix isolation/ Calculations, ab initio/ Flash pyrolysis/ Photochemistry/ Hydrogen cyanide N-methylide

Kinetics of the Reaction of CH2(a1A1) with CH3C2H, HCN, CO2, N2O and COS

The reactions of CH2(a1A1) with CH3C2H, HCN, CO2, N2O and COS are investigated at room temperature.CH2(a1A1) is generated by pulsed laser photolysis of CH2CO.Overall removal rate constants are derived from concentration profiles under first order reaction conditions using direct, time resolved LIF detection of CH2(a1A1).The second order rate constants are found in units of 1E13 cm2/mol s to be 24, 18, 2.0, 3.8 and 20, respectively. - The contribution of physical quenching to the removal of CH2(a1A1) are determined by monitoring directyl the formation of CH2(X3B1) with LMR absorption technique.The branching ratios of collision induced intersystem crossing versus total consumption of 1CH2 are 0.14, 0.32, 0.67, 0.46 and 0.29 for the five reactants.

SYNTHESE D'IMINES CYCLIQUES NON-STABILISEES PAR REACTIONS GAZ-SOLIDE SOUS VIDE ET THERMOLYSE-ECLAIR (1,2).

Unstabilized cyclic imines 1-4 were synthetized in gram-scale by vacuum dehydrochlorination of N-chlorocycloamines.Azirine 5 was prepared by flash vacuum thermolysis of the corresponding vinylazide 19.All the new compounds were characterized at low temperature by 1H, 13C NMR and IR spectroscopy.

Gas Phase Reactions, 58. β-Chloroethyl Azide: HCl Elimination and Pyrolysis

The HCl elimination from β-cloroethyl azide (1-azido-2-chloroethane) over potassium tert.butanolate at 350 K in a low pressure flow system is optimized using PE spectroscopic real-time gas analysis.The highly explosive vinyl azide formed can be purified by cool-trapping the by-products.Its subsequent and virtually hazard-free pyrolysis yields 2H-azirine, which can be isolated at temperatures below 240 K.In contrast, the direct pyrolysis of β-chloroethyl azide requires temperatures above 710 K and results in a simultaneous split-off of both HCl and N2, yielding acetonitrile as the main thermolysis product.No intermediates such as β-chloroethanimine or ketenimine are observed, a result which is interpreted in terms of chemical activation. - Keywords: β-Chloroethyl Azide, Vinyl Azide, Ketene Imine, 2H-Azirine, Gas Phase Dehydrochlorination

Photoelektronen-Spektroskopie an "in situ"-dargestellten Molekuelen

Photoelectron spectroscopy has proven valuable for the analysis and optimization of numerous gas phase reactions in flow-systems - especially in search for heterogeneous catalysts, which can be tested within a single day using gas mixtures of varying composition over the temperature range from 300 K to 1300 K.In academic research, this real-time measuring probe allows one to determine - with millimol quantities and within a few hours - the temperatures for different decomposition channels.Simultaneously, main products can be characterized by the comparison of their ionization fingerprints with calculated (SCF) eigenvalue sequences making use of Koopmans theorem.If need be, the yield of a certain reaction product e. g. a short-lived intermediate can be improved by optimizing the reaction conditions aiming at maximum intensity of the corresponding bands.In this way, many short-lived and/or reactive molecules such as thioformaldehyde, P2 or silabenzene, which are discussed as examples, have been detected or reaction channels like vinyl azide -> 2H-azirine -> acetonitrile visualized, PE-spectrometers are well-suited for on-line connection to computers; portable instruments for laboratory use are under development.