Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Indoxyl

From Wikipedia, the free encyclopedia
Indoxyl
Skeletal formula
Names
Preferred IUPAC name
1H-Indol-3-ol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard100.216.308Edit 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 mass133.14728
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 theirstandard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Chemical compound

Inorganic chemistry,indoxyl is anitrogenous substance with thechemical formula: C8H7NO.[1][2] Indoxyl isisomeric withoxindol and is obtained as an oily liquid.

Preparation

[edit]

TheHeumann indigo synthesis starts fromanthranilic acid:

Indoxyl-Synthese: Anthanilic acid (1) reacts withchloroacetic acid to give phenylglycine-o-carboxylic acid. When treated in molten sodium carbonate, the 2-Indoxycarboxylic acid (3) decarboxylates to give indoxyl (4) .

In nature indoxyl is derived fromindican, which is aglycoside. Thehydrolysis ofindican yields β-D-glucose and indoxyl.

Indigo dye is a product of the mildoxidation of indoxyl.

Indoxyl can be found in urine and is titrated with Obermayer's reagent, which is a dilute solution offerric chloride (FeCl3) inhydrochloric 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.
Stub icon

This article about aheterocyclic compound is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Indoxyl&oldid=1273442206"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp