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. 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°. 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.