38239-27-9

Usage

InChI:InChI=1/C3H5N/c1-3-4-2/h3H,1-2H2

Upstream product

• 503-29-7 azetidine 
• 32115-53-0 N-chloroazetidine 
• 99337-39-0 N-(chloro-2 ethyl) aminoacetonitrile 
• 118691-53-5 N,N-(trimethylsiloxy-2 ethyl) trimethylsilylaminoacetonitrile 
• 6788-85-8 1-azetine 

Relevant academic research and scientific papers

Spectroscopic and Computational Characterization of 2-Aza-1,3-butadiene, a Molecule of Astrochemical Significance

Being N-substituted unsaturated species, azabutadienes are molecules of potential relevance in astrochemistry, ranging from the interstellar medium to Titan's atmosphere. 2-Azabutadiene and butadiene share a similar conjugated πsystem, thus allowing investigation of the effects of heteroatom substitution. More interestingly, 2-azabutadiene can be used to proxy the abundance of interstellar butadiene. To enable future astronomical searches, the rotational spectrum of 2-azabutadiene has been investigated up to 330 GHz. The experimental work has been supported and guided by accurate computational characterization of the molecular structure, energetics, and spectroscopic properties of the two possible forms, trans and gauche. The trans species, more stable by about 7 kJ/mol than gauche-2-azabutadiene, has been experimentally observed, and its rotational and centrifugal distortion constants have been obtained with remarkable accuracy, while theoretical estimates of the spectroscopic parameters are reported for gauche-2-azabutadiene.

A Study of the Thermal Decomposition and Dehydrochlorination of N-Chloroazetidine: Microwave Spectra of N-Chloromethylenimine, 1-Azetine, and 2-Azabutadiene

The microwave spectrum of N-chloromethylenimine and 1-azetine has been observed following pyrolysis and dehydrochlorination of N-chloroazetidine, respectively.In addition, pyrolysis of 1-azetine gives another unstable molecule, 2-azabutadiene.The rotational constants determined are A=62434.90(10), B=6676.389(13), and C=6022.843(11) MHz for N-chloromethylenimine, A=62344.73(11), B=6531.700(13), and C=5904.017(11) MHz for the 37Cl species of N-chloromethylenimine, A=13911.630(24), B=12713.799(24), and C=7254.990(24) MHz for 1-azetine, and A=47186.010(23),B=4886.5325(27), and C=4430.0673(23) MHz for 2-azabutadiene.The dipole moments and nuclear quadrupole coupling constants have also been determined from analysis of the spectra.The molecular constants estimated by ab initio MO calculations have been found to be consistent with the experimental results.

SYNTHESE D'IMINES LINEAIRES NON-STABILISEES PAR REACTIONS GAZ-SOLIDE SOUS VIDE(1).

Unstabilized imines are synthetized in gram-scale by vacuum dehydrochlorination of N-chloroalkylamines and by vacuum dehydrocyanation of α-aminonitriles on solid base.All the new compounds are characterized at low temperature by 1H, 13C NMR and IR spectroscopy.

Gasphase Reactions, 61. - Cycloalkanimines 2H-Azirine, 1-Azetidine, 1-Pyrroline, 1-Piperideine, and 3,4,5,6-Tetrahydro-2H-azepine: Preparation and Photoelectron Spectra

For preparation of the easily oligomerizing cycloalkanimines , the following gasphase reactions are optimized PE spectroscopically: for the three membered ring imine, 2H-azirine, the heterogeneous KOR dehydrochlorination of the 2-chloroethyl azide preceding the thermolysis of the resulting vinyl azide, and for the lager rings, 1-azetine (n=2), 1-pyrroline (n=3), 1-piperideine (n=4) as well as the seven-membered 3,4,5,6-tetrahydro-2H-azepine, the consecutive chlorination of the corresponding cycloalkylamine over solid N-chlorosuccinimide followed by KOR dehydrochlorination of the N-chloro derivative formed.The PE spectra of all cyclic alkanimines prepared are assigned based on geometry-optimized MNDO calculations, and their electronic structures are discussed by molecular state comparison with increasing ring size and with the isoelectronic series of the cycloalkenes.The thermal ring opening of 1-azetine to 2-azabutadiene is investigated by PE spectroscopic real-time gas analysis; its ionization pattern is assigned by comparison with other azabutadienes.

Flash Vacuum Thermolysis of α-Aminonitriles and Subsequent HCN Removal on Solid Base, a 'One Line' Multistep Sequence to Reactive N-Methyleneamines

Reactive methyleneamines bearing alkyl or functional groups are isolated at low temperature in the condensate state by flash vacuum thermolysis of α-aminonitriles and subsequent vapour phase HCN removal on solid base.