1-Naphthol

1-Naphthol

Names
IUPAC name Naphthalen-1-ol
Other names 1-Hydroxynaphthalene; 1-Naphthalenol; alpha-Naphthol
Identifiers
CAS Number	90-15-3 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:10319 Y
ChemSpider	6739 Y
ECHA InfoCard	100.001.791
KEGG	C11714 Y
PubChem CID	7005
UNII	2A71EAQ389 Y
InChI InChI=1S/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H Y Key: KJCVRFUGPWSIIH-UHFFFAOYSA-N Y InChI=1/C10H8O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H Key: KJCVRFUGPWSIIH-UHFFFAOYAZ
SMILES Oc2cccc1ccccc12
Properties
Chemical 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 to 96 °C (203 to 205 °F; 368 to 369 K)
Boiling point	278 to 280 °C (532 to 536 °F; 551 to 553 K)
Magnetic susceptibility (χ)	-98.2·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
Infobox references

1-Naphthol, or α-naphthol, is a fluorescent organic compound with the formula C₁₀H₇OH. It is a white solid. It is an isomer of 2-naphthol differing by the location of the hydroxyl group on the naphthalene ring. 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 are precursors to a variety of useful compounds. Naphthols (both 1 and 2 isomers) are used as biomarkers for livestock and humans exposed to polycyclic aromatic hydrocarbons.

1-Naphthol is prepared by two main routes. In one method, naphthalene is nitrated to give 1-nitronaphthalene, which is hydrogenated to the amine followed by hydrolysis:

Alternatively, naphthalene is hydrogenated to tetralin, which is oxidized to 1-tetralone, which undergoes dehydrogenation.

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-Naphthol is a precursor to a variety of insecticides including carbaryl and pharmaceuticals including nadolol. It undergoes azo coupling to give various azo dyes, but these are generally less useful than those derived from 2-naphthol.

In Molisch's test, 1-naphthol dissolved in ethanol, known as Molisch's reagent, is used as reagent for detecting the presence of carbohydrates. The test known as Molisch's test would give a red- or purple-colored compound to indicate the presence of carbohydrate. The rapid furfural test, similar to Molisch's test, also uses 1-naphthol.