Norbornadiene

Norbornadiene

Names
Preferred IUPAC name Bicyclo[2.2.1]hepta-2,5-diene
Other names 2,5-Norbornadiene
Identifiers
CAS Number	121-46-0 Y
3D model (JSmol)	Interactive image
ChemSpider	8160
ECHA InfoCard	100.004.066
EC Number	204-472-0
PubChem CID	8473
UNII	W9ZTQ75ZUS Y
UN number	2251
CompTox Dashboard (EPA)	DTXSID1059523
InChI InChI=1S/C7H8/c1-2-7-4-3-6(1)5-7/h1-4,6-7H,5H2 Key: SJYNFBVQFBRSIB-UHFFFAOYSA-N
SMILES C1C2C=CC1C=C2
Properties
Chemical formula	C7H8
Molar mass	92.14 g/mol
Density	0.906 g/cm3
Melting point	−19 °C (−2 °F; 254 K)
Boiling point	89 °C (192 °F; 362 K)
Solubility in water	Insoluble
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225
Precautionary statements	P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Norbornadiene is an organic compound and a bicyclic hydrocarbon. Norbornadiene is of interest as a metal-binding ligand, whose complexes are useful for homogeneous catalysis. It has been intensively studied owing to its high reactivity and distinctive structural property of being a diene that cannot isomerize (isomers would be anti-Bredt alkenes). Norbornadiene is also a useful dienophile in Diels-Alder reactions.