Isoindole

Isoindole
	Skeletal formula
	Ball-and-stick model
Names
	Preferred IUPAC name 2H-Isoindole
Identifiers
CAS Number	270-68-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:33179 ;
ChemSpider	2282425 ;
PubChem CID	3013853;
UNII	PR6T8TL5NT ;
CompTox Dashboard (EPA)	DTXSID40181488 ;
	InChI InChI=1S/C8H7N/c1-2-4-8-6-9-5-7(8)3-1/h1-6,9H Key: VHMICKWLTGFITH-UHFFFAOYSA-N ; InChI=1/C8H7N/c1-2-4-8-6-9-5-7(8)3-1/h1-6,9H Key: VHMICKWLTGFITH-UHFFFAOYAW;
	SMILES c1cccc2c1c[nH]c2;
Properties
Chemical formula	C8H7N
Molar mass	117.15 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

In organic chemistry and heterocyclic chemistry, isoindole consists of a benzene ring fused with pyrrole.^[2] The compound is an isomer of indole. Its reduced form is isoindoline. The parent isoindole is a rarely encountered in the technical literature, but substituted derivatives are useful commercially and occur naturally. Isoindoles units occur in phthalocyanines, an important family of dyes. Some alkaloids containing isoindole have been isolated and characterized.^[3]^[4]

^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 213. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ Gilchrist, T. L. (1987). Heterocyclic Chemistry. Longman. ISBN 0-582-01422-0.
^ Heugebaert, Thomas S. A.; Roman, Bart I.; Stevens, Christian V. "Synthesis of isoindoles and related iso-condensed heteroaromatic pyrroles" Chemical Society Reviews 2012, volume 41, pp. 5626-5640. doi:10.1039/c2cs35093a
^ See for example: Zhang, X.; Ye, W.; Zhao, S.; Che, C. T. (2004). "Isoquinoline and isoindole alkaloids from Menispermum dauricum". Phytochemistry. 65 (7): 929–932. doi:10.1016/j.phytochem.2003.12.004. PMID 15081297.

[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. 213. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[2] Gilchrist, T. L. (1987). Heterocyclic Chemistry. Longman. ISBN 0-582-01422-0.

[Heugebaert-3] Heugebaert, Thomas S. A.; Roman, Bart I.; Stevens, Christian V. "Synthesis of isoindoles and related iso-condensed heteroaromatic pyrroles" Chemical Society Reviews 2012, volume 41, pp. 5626-5640. doi:10.1039/c2cs35093a

[4] See for example: Zhang, X.; Ye, W.; Zhao, S.; Che, C. T. (2004). "Isoquinoline and isoindole alkaloids from Menispermum dauricum". Phytochemistry. 65 (7): 929–932. doi:10.1016/j.phytochem.2003.12.004. PMID 15081297.

[1]

[2]

[3]

[4]

Names
Skeletal formula
Ball-and-stick model
Preferred IUPAC name 2H-Isoindole^[1]
Identifiers
CAS Number	270-68-8^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:33179^Y
ChemSpider	2282425^Y
PubChem CID	3013853
UNII	PR6T8TL5NT^Y
CompTox Dashboard (EPA)	DTXSID40181488
InChI InChI=1S/C8H7N/c1-2-4-8-6-9-5-7(8)3-1/h1-6,9H^Y Key: VHMICKWLTGFITH-UHFFFAOYSA-N^Y InChI=1/C8H7N/c1-2-4-8-6-9-5-7(8)3-1/h1-6,9H Key: VHMICKWLTGFITH-UHFFFAOYAW
SMILES c1cccc2c1c[nH]c2
Properties
Chemical formula	C₈H₇N
Molar mass	117.15 g/mol
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

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Isoindole

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