Indoxyl - a nitrogen-containing aromatic compound, an indole derivative , exists predominantly in the form of a carbonyl tautomer .
Indoxil | |
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Are common | |
Systematic name | Indoxil |
Chem. formula | C 8 H 7 NO |
Physical properties | |
Molar mass | 133,147 g / mol |
Density | 1,327 g / cm³ |
Thermal properties | |
T. Kip. | 343,192 ° C |
T. v. | 161.357 ° 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 .