1-Naphthoic acid
Chemical compound
From Wikipedia, the free encyclopedia
1-Naphthoic acid is an organic compound with the formula C10H7CO2H. It is one of two isomeric monocarboxylic acids of naphthalene, the other one being 2-naphthoic acid. In general the hydroxynaphthoic acids are more widely used than the parent naphthoic acids.
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| Names | |
|---|---|
| Preferred IUPAC name
Naphthalene-1-carboxylic acid | |
| Other names
1-Naphthylenecarboxylic acid α-Naphthoic acid | |
| Identifiers | |
3D model (JSmol) |
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| 1908896 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.001.529 |
| EC Number |
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| 28651 | |
| KEGG | |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C11H8O2 | |
| Molar mass | 172.183 g·molâ1 |
| Appearance | White solid |
| Melting point | 161 °C (322 °F; 434 K) |
| Hazards | |
| GHS labelling: | |
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| Warning | |
| H315, H319, H335 | |
| P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, 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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Synthesis and reactions
1-Naphthoic acid can be prepared by carboxylation of the Grignard reagent generated from 1-bromonaphthalene.[1]
1-Naphthoic acid is a substrate for C-H activation reactions.[2]
Catalytic hydrogenation of 1-Naphthoic acid gives 1,2,3,4-Tetrahydro-1-naphthoic acid [1914-65-4]. This is used in the synthesis of Tetryzoline.
See also
- Hydroxynaphthoic acids
- Classes of synthetic cannabinoids
- Naphthoylindoles, or 3-(1-naphthoyl)indoles
- Naphthoylpyrroles, or 3-(1-naphthoyl)pyrroles
- Natural products containing 1-naphthoic acid moiety
- Neocarzinostatin (as 2-hydroxy-7-methoxy-5-methyl-1-naphthoate)
- Azinomycin B (as 3-methoxy-5-methyl-1-naphthoate)