3-Hydroxy-2-naphthoic acid
Names | |
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Preferred IUPAC name 3-Hydroxynaphthalene-2-carboxylic acid | |
Other names 3-Hydroxy-2-naphthoic acid BON acid β-Hydroxynaphthoic acid | |
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3D model (JSmol) |
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Beilstein Reference | 744100 |
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ECHA InfoCard | 100.001.983 |
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InChI
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Properties | |
Chemical formula | C11H8O3 |
Molar mass | 188.182 g·mol−1 |
Appearance | Yellow solid |
Melting point | 222 °C (432 °F; 495 K) |
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Hazard statements | H302, H312, H317, H319, H361, H371, H412 |
P201, P202, P260, P261, P264, P270, P272, P273, P280, P281, P301+P312, P302+P352, P305+P351+P338, P308+P313, P309+P311, P312, P321, P322, P330, P333+P313, P337+P313, P363, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
3-Hydroxy-2-naphthoic acid is an organic compound with the formula C10H6(OH)(CO2H). It is one of the several hydroxynaphthoic acids. It is a precursor to some azo dyes and pigments. It is prepared by carboxylation of 2-naphthol by the Kolbe–Schmitt reaction.[1]
Reactions
3-Hydroxy-2-naphthoic acid is a precursor to many anilides, such as Naphthol AS, which are reactive toward diazonium salts to give deeply colored azo compounds. Azo coupling of 3-hydroxy-2-naphthoic acid gives many dyes as well. Heating 3-hydroxy-2-naphthoic acid in ammonia give 3-amino-2-naphthoic acid.[2]
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