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1-Naphthol
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1-Naphthol, or α-naphthol, is a colorless crystalline solid with the formula C10H7OH. It is an isomer of 2-naphthol differing by the location of the hydroxyl group on naphthalene. The naphthols are naphthalene homologues of phenol, with the hydroxyl group being more reactive than in the phenols. Both isomers are soluble in simple alcohols, ethers, and chloroform. They can be used in the production of dyes and in organic synthesis.
1-Naphthol is a metabolite of the insecticide carbaryl and naphthalene. Along with TCPy, it has been shown to decrease testosterone levels in adult men.[1]
1-Naphthol can be produced by fusion of 1-naphthylsulfonic acid with sodium hydroxide.[citation needed
IUPAC name[hide]Naphthalen-1-ol | |
Other names[hide]1-Hydroxynaphthalene; 1-Naphthalenol; alpha-Naphthol | |
CAS number | 90-15-3 Y |
PubChem | 7005 |
ChemSpider | 6739 Y |
UNII | 2A71EAQ389 Y |
KEGG | C11714 Y |
ChEBI | CHEBI:10319 Y |
ChEMBL | CHEMBL122617 Y |
Jmol-3D images | Image 1 |
SMILES[show]Oc2cccc1ccccc12 | |
InChI[show]InChI=1S/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H YKey: KJCVRFUGPWSIIH-UHFFFAOYSA-N Y InChI=1/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11HKey: KJCVRFUGPWSIIH-UHFFFAOYAZ | |
Molecular formula | C10H8O |
Molar mass | 144.17 g/mol |
Appearance | Colorless or white solid; commercial material is often strongly colored |
Density | 1.10 g/cm3 |
Melting point | 95-96 °C |
Boiling point | 278–280 °C |
1-Naphthol