Dihydroimidazol-2-ylidene

Dihydroimidazol-2-ylidene
Names
	Preferred IUPAC name Imidazolidin-2-ylidene
	Other names Diazolanylidene
Identifiers
3D model (JSmol)	Interactive image;
ChemSpider	11350507 ;
PubChem CID	60208178;
	InChI InChI=1S/C3H6N2/c1-2-5-3-4-1/h4-5H,1-2H2 Key: JKQUEGZDRZXJNY-UHFFFAOYSA-N ; InChI=1/C3H6N2/c1-2-5-3-4-1/h4-5H,1-2H2 Key: JKQUEGZDRZXJNY-UHFFFAOYAT;
	SMILES [C]1NCCN1;
Properties
Chemical formula	C3H6N2
Molar mass	70.095 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Dihydroimidazol-2-ylidene is a hypothetical organic compound with formula C₃H₆N₂. It would be a heterocyclic compound, formally derived from imidazolidine with two hydrogen atoms removed from carbon number 2, leaving two vacant chemical bonds — which makes it a carbene.

Although carbenes in general are extremely short-lived, some derivatives of this compound are surprisingly stable, and form an important class of the persistent carbenes. They include the first stable carbenes postulated (but not isolated) by Hans-Werner Wanzlick around 1960.

They also include an example of the (saturated) imidazolin-2-ylidene (carbene) reported by A.J. Arduengo in 1995.