Isobenzofuran

Isobenzofuran
Names
	Preferred IUPAC name 2-Benzofuran
	Other names 2-Oxa-2H-isoindene; Benzo[c]furan
Identifiers
CAS Number	270-75-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:35261 ;
ChemSpider	9553388 ;
PubChem CID	11378474;
UNII	9T5PJS6W2B ;
CompTox Dashboard (EPA)	DTXSID00943009 ;
	InChI InChI=1S/C8H6O/c1-2-4-8-6-9-5-7(8)3-1/h1-6H Key: UXGVMFHEKMGWMA-UHFFFAOYSA-N ; InChI=1/C8H6O/c1-2-4-8-6-9-5-7(8)3-1/h1-6H Key: UXGVMFHEKMGWMA-UHFFFAOYAR;
	SMILES o2cc1ccccc1c2;
Properties
Chemical formula	C8H6O
Molar mass	118.13 g/mol
	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

Isobenzofuran is a bicyclic heterocycle consisting of fused cyclohexa-1,3-diene and furan rings. It is isomeric with benzofuran.

Isobenzofuran is highly reactive and rapidly polymerizes; however, it has been identified^[2] and prepared by thermolysis of suitable precursors and trapped at low temperature.^[3]

Though isobenzofuran itself is not stable, it is the parent of related stable compounds with more complex structures, ^[4] such as the hindered analogue 1,3-diphenylisobenzofuran.

References

^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 218. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ Fieser, L. F.; Haddadin, M. J. (1964). "Isobenzofuran, a Transient Intermediate". Journal of the American Chemical Society. 86 (10): 2081–2082. doi:10.1021/ja01064a044.
^ Wege, D. (1971). "Isolation of Isobenzofuran". Tetrahedron Letters. 12 (25): 2337–2338. doi:10.1016/S0040-4039(01)96856-X.
^ Joule, J. A.; Mills, K.; Smith, G. F. (1995). Heterocyclic Chemistry (3rd ed.). CRC Press. pp. 364–365. ISBN 978-0748740697.

[1] International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 218. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[2] Fieser, L. F.; Haddadin, M. J. (1964). "Isobenzofuran, a Transient Intermediate". Journal of the American Chemical Society. 86 (10): 2081–2082. doi:10.1021/ja01064a044.

[3] Wege, D. (1971). "Isolation of Isobenzofuran". Tetrahedron Letters. 12 (25): 2337–2338. doi:10.1016/S0040-4039(01)96856-X.

[4] Joule, J. A.; Mills, K.; Smith, G. F. (1995). Heterocyclic Chemistry (3rd ed.). CRC Press. pp. 364–365. ISBN 978-0748740697.

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