Indoxyl - a nitrogen-containing aromatic compound, an indole derivative , exists predominantly in the form of a carbonyl tautomer .
| Indoxil | |
|---|---|
 | |
| Are common | |
| Systematic name | Indoxil |
| Chem. formula | C 8 H 7 NO |
| Physical properties | |
| Molar mass | 133,147 g / mol |
| Density | 1,327 g / cmΒ³ |
| Thermal properties | |
| T. Kip. | 343,192 Β° C |
| T. v. | 161.357 Β° C |
| Optical properties | |
| Refractive index | 1,739 |
| Classification | |
| Reg. CAS number | 480-93-3 |
| Pubchem | |
| Reg. EINECS number | |
| SMILES | |
| Inchi | |
| CHEBI | and |
| Chemspider | |
Getting
The starting material for the synthesis of idoxyl is anthranilic acid . When interacting with chloroacetic acid , N- (carboxymethyl) anthranilic acid (N-phenylglycine-o-carboxylic acid) is formed, from which indoxyl acid is obtained by ring closure, which is decarboxylated when heated to indoxyl.
Chemical Properties
Indoxyl is a highly reactive compound, it is easily deprotonated into an ambident anion, which reacts on an oxygen or carbon atom.
On air easily self-oxidized to indigo .
Literature
Joel J., Mills K. 17.14.2 Indoxyl // Chemistry of heterocyclic compounds = Heterocyclic chemistry / Trans. from English F. V. Zaitseva and A. V. Karchayeva. - 2nd reworked. ed .. - M .: Mir, 2004. - 728 p. - 3000 copies - ISBN 5-03-003461-7 .