3-Hydroxy-2-naphthoic acid
Appearance
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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 | |
Identifiers | |
3D model (JSmol)
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744100 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.001.983 |
EC Number |
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KEGG | |
PubChem CID
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RTECS number |
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C11H8O3 | |
Molar mass | 188.182 g·mol−1 |
Appearance | Yellow solid |
Melting point | 222 °C (432 °F; 495 K) |
Hazards | |
GHS labelling: | |
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Warning | |
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).
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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
[edit]![](http://upload.wikimedia.org/wikipedia/commons/thumb/e/eb/Lithol_rubine_BK.svg/170px-Lithol_rubine_BK.svg.png)
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]
Related compounds
[edit]References
[edit]- ^ Gerald Booth (2005). "Naphthalene Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_009. ISBN 9783527303854.
- ^ Allen, C. F. H.; Bell, Alan (1942). "3-Amino-2-Naphthoic Acid". Organic Syntheses. 22: 19. doi:10.15227/orgsyn.022.0019.