Methylene imine

Methylene imine

Names
Preferred IUPAC name Methanimine
Other names Formaldimine Azomethine Formaldehyde imine
Identifiers
CAS Number	2053-29-4
3D model (JSmol)	Interactive image
Beilstein Reference	1900196
ChEBI	CHEBI:38220
ChemSpider	109754
Gmelin Reference	163896
PubChem CID	123139
CompTox Dashboard (EPA)	DTXSID10174524
InChI InChI=1S/CH3N/c1-2/h2H,1H2 Key: WDWDWGRYHDPSDS-UHFFFAOYSA-N
SMILES C=N
Properties
Chemical formula	H2C=NH
Molar mass	29.042 g·mol−1
Appearance	colorless gas
Related compounds
Related compounds	N-Methylmethanimine Ethanimine Formaldoxime Formaldehyde Ethylene Imine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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]