Indoxyl

Indoxyl
Names
	Preferred IUPAC name 1H-Indol-3-ol
Identifiers
CAS Number	480-93-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17840 ;
ChemSpider	45861 ;
ECHA InfoCard	100.216.308
EC Number	689-424-0;
KEGG	C05658 ;
PubChem CID	50591;
UNII	BZ24HY3WPJ ;
CompTox Dashboard (EPA)	DTXSID20861998 ;
	InChI InChI=1S/C8H7NO/c10-8-5-9-7-4-2-1-3-6(7)8/h1-5,9-10H Key: PCKPVGOLPKLUHR-UHFFFAOYSA-N ; InChI=1/C8H7NO/c10-8-5-9-7-4-2-1-3-6(7)8/h1-5,9-10H Key: PCKPVGOLPKLUHR-UHFFFAOYAR;
	SMILES Oc2c1ccccc1[nH]c2;
Properties
Chemical formula	C8H7NO
Molar mass	133.14728
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H311, H319, H400
Precautionary statements	P264, P270, P273, P280, P301+P312, P302+P352, P305+P351+P338, P312, P322, P330, P337+P313, P361, P363, P391, P405, P501
	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, indoxyl is a nitrogenous substance with the chemical formula: C₈H₇NO.^[1]^[2] Indoxyl is isomeric with oxindol and is obtained as an oily liquid.

Indoxyl is obtained from indican, which is a glycoside. The hydrolysis of indican yields β-D-glucose and indoxyl.

Indigo dye is a product of the reaction of indoxyl with a mild oxidizing agent such as atmospheric oxygen.

Indoxyl can be found in urine and is titrated with Obermayer's reagent, which is a dilute solution of ferric chloride (FeCl₃) in hydrochloric acid (HCl).^[3]

References

^ Katritzky, A. R.; Pozharskii, A. F. (2000). Handbook of Heterocyclic Chemistry (2nd ed.). Academic Press. ISBN 0080429882.
^ Clayden, J.; Greeves, N.; Warren, S.; Wothers, P. (2001). Organic Chemistry. Oxford, Oxfordshire: Oxford University Press. ISBN 0-19-850346-6.
^ Lide, David (1998). CRC - Handbook of Chemistry and Physics. CRC press LLC. pp. Section 8 page 3. ISBN 0-8493-0479-2.

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[Katritzky2nd-1] Katritzky, A. R.; Pozharskii, A. F. (2000). Handbook of Heterocyclic Chemistry (2nd ed.). Academic Press. ISBN 0080429882.

[Clayden1st-2] Clayden, J.; Greeves, N.; Warren, S.; Wothers, P. (2001). Organic Chemistry. Oxford, Oxfordshire: Oxford University Press. ISBN 0-19-850346-6.

[3] Lide, David (1998). CRC - Handbook of Chemistry and Physics. CRC press LLC. pp. Section 8 page 3. ISBN 0-8493-0479-2.

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