Biphenylene

Biphenylene
Names
	Preferred IUPAC name Biphenylene
	Other names Diphenylene
Identifiers
CAS Number	259-79-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:33079 ;
ChemSpider	8859 ;
ECHA InfoCard	100.217.287
PubChem CID	9214;
UNII	0Z64I7D5M2 ;
CompTox Dashboard (EPA)	DTXSID3059765 ;
	InChI InChI=1S/C12H8/c1-2-6-10-9(5-1)11-7-3-4-8-12(10)11/h1-8H Key: IFVTZJHWGZSXFD-UHFFFAOYSA-N ; InChI=1/C12H8/c1-2-6-10-9(5-1)11-7-3-4-8-12(10)11/h1-8H Key: IFVTZJHWGZSXFD-UHFFFAOYAR;
	SMILES c1ccc-2c(c1)-c3c2cccc3;
Properties
Chemical formula	C12H8
Molar mass	152.196 g·mol−1
Appearance	Solid
Melting point	109 to 111 °C (228 to 232 °F; 382 to 384 K)
Related compounds
Related unsaturated; hydrocarbons	benzene; biphenyl; cyclobutene; cyclobutadiene
	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

Biphenylene is an organic compound with the formula (C₆H₄)₂. It is a pale, yellowish solid with a hay-like odor. Despite its unusual structure, it behaves like a traditional polycyclic aromatic hydrocarbon.^[2]^[3]

^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 209. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
^ Cava, M. P.; Mitchell, M. J. (1967). "10". Cyclobutadiene and Related Compounds. Academic Press. pp. 255–316.
^ Barton, J. W. (1969). "2". In J. P. Snyder (ed.). Nonbenzenoid Aromatics. Vol. 1. Academic Press. pp. 32–62.

[IUPAC2013_209-1] "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 209. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.

[2] Cava, M. P.; Mitchell, M. J. (1967). "10". Cyclobutadiene and Related Compounds. Academic Press. pp. 255–316.

[3] Barton, J. W. (1969). "2". In J. P. Snyder (ed.). Nonbenzenoid Aromatics. Vol. 1. Academic Press. pp. 32–62.

[1]

[2]

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Names


Preferred IUPAC name Biphenylene^[1]
Other names Diphenylene
Identifiers
CAS Number	259-79-0^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:33079^Y
ChemSpider	8859^Y
ECHA InfoCard	100.217.287
PubChem CID	9214
UNII	0Z64I7D5M2^Y
CompTox Dashboard (EPA)	DTXSID3059765
InChI InChI=1S/C12H8/c1-2-6-10-9(5-1)11-7-3-4-8-12(10)11/h1-8H^Y Key: IFVTZJHWGZSXFD-UHFFFAOYSA-N^Y InChI=1/C12H8/c1-2-6-10-9(5-1)11-7-3-4-8-12(10)11/h1-8H Key: IFVTZJHWGZSXFD-UHFFFAOYAR
SMILES c1ccc-2c(c1)-c3c2cccc3
Properties
Chemical formula	C₁₂H₈
Molar mass	152.196 g·mol⁻¹
Appearance	Solid
Melting point	109 to 111 °C (228 to 232 °F; 382 to 384 K)
Related compounds
Related unsaturated hydrocarbons	benzene biphenyl cyclobutene cyclobutadiene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references