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Indoxyl

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Indoxyl
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
1H-Indol-3-ol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.216.308 Edit this at Wikidata
EC Number
  • 689-424-0
KEGG
UNII
  • InChI=1S/C8H7NO/c10-8-5-9-7-4-2-1-3-6(7)8/h1-5,9-10H checkY
    Key: PCKPVGOLPKLUHR-UHFFFAOYSA-N checkY
  • InChI=1/C8H7NO/c10-8-5-9-7-4-2-1-3-6(7)8/h1-5,9-10H
    Key: PCKPVGOLPKLUHR-UHFFFAOYAR
  • Oc2c1ccccc1[nH]c2
Properties
C8H7NO
Molar mass 133.14728
Hazards
GHS labelling:
GHS06: ToxicGHS09: Environmental hazard
Danger
H302, H311, H319, H400
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).
checkY verify (what is checkY☒N ?)

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

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