Methylene imine
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| Names | |||
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| Preferred IUPAC name Methanimine | |||
Other names
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| Identifiers | |||
CAS Number |
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3D model (JSmol) |
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Beilstein Reference | 1900196 | ||
| ChEBI |
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| ChemSpider |
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Gmelin Reference | 163896 | ||
PubChem CID |
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CompTox Dashboard (EPA) |
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InChI
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| Properties | |||
Chemical formula | H2C=NH | ||
| Molar mass | 29.042 g·mol−1 | ||
| Appearance | colorless gas | ||
| Related compounds | |||
Related compounds |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references | |||
Chemical compound
Methylene imine is an organic compound with the chemical formula H2C=NH. The simplest imine, it is a stable, colorless gas that has been detected throughout the universe.[1] Structural parameters determined by microwave spectroscopy include a C=N bond length of 1.27 Å, an N–H bond length of 1.02 Å and an H−N=C bond angle of 110.5°.[2] Because unhindered imines polymerize or oligomerize when concentrated, methylene imine has not been isolated as a liquid or bulk solid. Attempted synthesis of methylene imine from the reaction of ammonia and formaldehyde produces hexamethylenetetramine.[3]
References
- ^ Vuitton, V.; Yelle, R. V.; Anicich, V. G. (2006). "The nitrogen chemistry of Titan's upper atmosphere revealed". Astrophysical Journal. 647: L175–L178. doi:10.1086/507467.
- ^ Richard Pearson Jr., Frank J. Lovas (1977). "Microwave spectrum and molecular structure of methylenimine (CH2NH)". J. Chem. Phys. 66: 4149. doi:10.1063/1.434490.
- ^ Eller, K.; Henkes, E.; Rossbacher, R.; Höke, H. (2000). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH Verlag GmbH. doi:10.1002/14356007.a02_001. ISBN 9783527306732.
