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Ethanimine / ethenamine

Names
Preferred IUPAC name Ethanimine
Other names As imine: ethylimine, ethylideneimine, ethylidenimine, acetaldehyde imine, acetaldehyde-ammonia Schiff base, acetaldimine, iminoethane As amine: ethenamine, ethyleneamine, ethylideneamine, aminoethylene, vinylamine, vinyl amine
Identifiers
CAS Number	20729-41-3
3D model (JSmol)	Interactive image
ChemSpider	11539075
PubChem CID	140746
CompTox Dashboard (EPA)	DTXSID20865279
InChI InChI=1S/C2H5N/c1-2-3/h2-3H,1H3Key: MPAYEWNVIPXRDP-UHFFFAOYSA-N InChI=1/C2H5N/c1-2-3/h2-3H,1H3Key: MPAYEWNVIPXRDP-UHFFFAOYAR
SMILES CC=N
Properties
Chemical formula	C2H5N
Molar mass	43.069 g·mol
Related compounds
Related compounds	N-Methylmethanimine Methanimine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Ethanimine is an organonitrogen compound classified as an imine. It is formed by reacting acetaldehyde and ammonia, but rapidly polymerizes to acetaldehyde ammonia trimer.

It has two tautomers: ethanimine, an imine, and ethenamine or aminoethylene, an amine. Ethanimine has two hydrogens on the carbon, while ethenamine has two on the nitrogen atom.

Occurrence

It is not well known terrestrially, but has been detected in abundance toward Sagittarius B2 (Sgr B2), a dense interstellar cloud between stars toward the Galactic Center of the Milky Way. The distance between the Sgr B2 cloud and center of galaxy is 100 pc (1 pc = 3.26 ly). Ethanimine is mainly found in hot cores of ISM clouds; in case of Sgr B2, the region would be the Sgr B2 N and Sgr B2 M. Radio telescopes such as the Green Bank Observatory's Green Bank Telescope and those operated by the National Radio Astronomy Observatory (measuring radio frequency light lambda ranging from 1–300 GHz) are able to detect organic molecules such as ethanimines because its internal energy transition, more specifically the rotational transition is within the radio frequency of 14085 MHz = 140.8 GHz.

References

1. Miao, Yanti; Mehringer, David M.; Kuan, Yi-Jheng; Snyder, Lewis E. (1995). "Complex molecules in Sagittarius B2(N): The importance of grain chemistry". The Astrophysical Journal. 445: L59. Bibcode:1995ApJ...445L..59M. doi:10.1086/187889.
2. Danger, G.; Bossa, J.-B.; De Marcellus, P.; Borget, F.; Duvernay, F.; Theulé, P.; Chiavassa, T.; d'Hendecourt, L. (2011). "Experimental investigation of nitrile formation from VUV photochemistry of interstellar ices analogs: Acetonitrile and amino acetonitrile". Astronomy & Astrophysics. 525: A30. Bibcode:2011A&A...525A..30D. doi:10.1051/0004-6361/201015736.

v t e Molecules detected in outer space
Molecules	Diatomic Aluminium monochloride Aluminium monofluoride Aluminium(II) oxide Argonium Carbon cation Carbon monophosphide Carbon monosulfide Carbon monoxide Cyano radical Diatomic carbon Fluoromethylidynium Helium hydride ion Hydrogen chloride Hydrogen fluoride Hydrogen (molecular) Hydroxyl radical Iron(II) oxide Magnesium monohydride Methylidyne radical Nitric oxide Nitrogen (molecular) Imidogen Sulfur mononitride Oxygen (molecular) Phosphorus monoxide Phosphorus mononitride Potassium chloride Silicon carbide Silicon monoxide Silicon monosulfide Sodium chloride Sodium iodide Sulfanyl Sulfur monoxide Titanium(II) oxide Triatomic Aluminium(I) hydroxide Aluminium isocyanide Amino radical Carbon dioxide Carbonyl sulfide CCP radical Chloronium Diazenylium Dicarbon monoxide Disilicon carbide Ethynyl radical Formyl radical Hydrogen cyanide (HCN) Hydrogen isocyanide (HNC) Hydrogen sulfide Hydroperoxyl Iron cyanide Isoformyl Magnesium cyanide Magnesium isocyanide Methylene N2H Nitrous oxide Nitroxyl Ozone Methylidynephosphane Potassium cyanide Trihydrogen cation Sodium cyanide Sodium hydroxide Silicon carbonitride c-Silicon dicarbide SiNC Sulfur dioxide Thioformyl Thioxoethenylidene Titanium dioxide Tricarbon Water Four atoms Acetylene Ammonia Isocyanic acid Cyanoethynyl Formaldehyde Fulminic acid HCCN Hydrogen peroxide Hydromagnesium isocyanide Isocyanic acid Isothiocyanic acid Ketenyl Methylene amidogen Methyl cation Methyl radical Propynylidyne Protonated carbon dioxide Protonated hydrogen cyanide Silicon tricarbide Thioformaldehyde Tricarbon monoxide Tricarbon monosulfide Thiocyanic acid Five atoms Ammonium ion Butadiynyl Carbodiimide Cyanamide Cyanoacetylene Cyanoformaldehyde Cyanomethyl Cyclopropenylidene Formic acid Isocyanoacetylene Ketene Methane Methoxy radical Methylenimine Propadienylidene Protonated formaldehyde Silane Silicon-carbide cluster Six atoms Acetonitrile Cyanobutadiynyl radical E-Cyanomethanimine Cyclopropenone Diacetylene Ethylene Formamide HC4N Ketenimine Methanethiol Methanol Methyl isocyanide Pentynylidyne Propynal Protonated cyanoacetylene Seven atoms Acetaldehyde Acrylonitrile Vinyl cyanide Cyanodiacetylene Ethylene oxide Glycolonitrile Hexatriynyl radical Propyne Methylamine Methyl isocyanate Vinyl alcohol Eight atoms Acetic acid Aminoacetonitrile Cyanoallene Ethanimine Glycolaldehyde Hexapentaenylidene Methylcyanoacetylene Methyl formate Acrolein Nine atoms Acetamide Cyanohexatriyne Dimethyl ether Ethanol Methyldiacetylene Octatetraynyl radical Propene Ethanethiol Propionitrile N-Methylformamide Ten atoms or more Acetone Benzene Benzonitrile Buckminsterfullerene (C60, C60, fullerene, buckyball) C70 fullerene Cyanodecapentayne Ethylene glycol Ethyl formate Methyl acetate Methyl-cyano-diacetylene Methyltriacetylene Propionaldehyde Butyronitrile Pyrimidine Heptatrienyl radical
Deuterated molecules	Ammonia Ammonium ion Formaldehyde Formyl radical Heavy water Hydrogen cyanide Hydrogen deuteride Hydrogen isocyanide Propyne N2D Trihydrogen cation
Unconfirmed	Anthracene Dihydroxyacetone Methoxyethane Glycine Graphene Hemolithin H2NCO Linear C5 Naphthalene cation Phosphine Pyrene Silylidyne
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