Indoxyl
<templatestyles src="Chembox/styles.css"/>
Template:Chembox image cellTemplate:Chembox AllOtherNamesTemplate:Chembox headerbarTemplate:Chembox IndexlistTemplate:Chembox JmolTemplate:Chembox ChEMBLTemplate:Chembox ECHATemplate:Chembox E numberTemplate:Chembox IUPHAR ligandTemplate:Chembox UNIITemplate:Chembox CompToxTemplate:Chembox headerbarTemplate:Chembox headerbarTemplate:Chembox GHS (set)Template:Chembox Datapage checkTemplate:Chembox Footer| Template:Longitem | Template:Unbulleted list |
| ChEBI | Template:Unbulleted list |
| ChemSpider | Template:Unbulleted list |
| DrugBank | Template:Unbulleted list |
| EC Number | Template:Unbulleted list |
| KEGG | Template:Unbulleted list |
| Template:Longitem | Template:Unbulleted list |
| RTECS number | Template:Unbulleted list |
| Script error: No such module "collapsible list". | |
| Script error: No such module "collapsible list". | |
| Template:Longitem | C8H7NO |
| Molar mass | 133.14728 |
Template:Chembox Footer/trackingScript error: No such module "TemplatePar".Template:Short description
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.
Preparation
The Heumann indigo synthesis starts from anthranilic acid:
File:Synthesis Indoxyl.svg Indoxyl-Synthese: Anthanilic acid (1) reacts with chloroacetic 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 from indican, which is a glycoside. The hydrolysis of indican yields β-D-glucose and indoxyl.
Indigo dye is a product of the mild oxidation of indoxyl.
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
<templatestyles src="Reflist/styles.css" />
- ↑ Template:Katritzky2nd
- ↑ Script error: No such module "citation/CS1".
- ↑ Script error: No such module "citation/CS1".
Script error: No such module "Check for unknown parameters".