2-Naphthol

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2-Naphthol


IUPAC name Naphthalen-2-ol
Other names 2-Hydroxynaphthalene; 2-Naphthalenol; beta-Naphthol; Naphth-2-ol
Identifiers
CAS number	135-19-3^Y
PubChem	8663
ChemSpider	8341^Y
UNII	P2Z71CIK5H^Y
KEGG	C11713^Y
ChEBI	CHEBI:10432^Y
ChEMBL	CHEMBL14126^Y
Jmol-3D images	Image 1 Image 2
SMILES Oc2ccc1c(cccc1)c2 c1ccc2cc(ccc2c1)O
InChI InChI=1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H^Y Key: JWAZRIHNYRIHIV-UHFFFAOYSA-N^Y InChI=1/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H Key: JWAZRIHNYRIHIV-UHFFFAOYAV
Properties
Molecular formula	C₁₀H₈O
Molar mass	144.17 g mol⁻¹
Appearance	Colorless crystalline solid
Density	1.217 g/cm³
Melting point	121 to 123 °C; 250 to 253 °F; 394 to 396 K
Boiling point	285 °C; 545 °F; 558 K
Solubility in water	0.74 g/L
Acidity (pK_a)	9.51
Hazards
R-phrases	R20 R22 R50
S-phrases	S24 S25 S61
Main hazards	Harmful when inhaled or swallowed; dangerous to environment, esp. aquatic organisms.^[1]
Flash point	161 °C (322 °F)^[1]
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

2-Naphthol, or β-naphthol, is a fluorescent colorless crystalline solid with the formula C₁₀H₇OH. It is an isomer of 1-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. Naphthols (both 1 and 2 isomers) are used as biomarkers for livestock and humans exposed to polycyclic aromatic hydrocarbons.^[2] They can be also used in the production of dyes and in organic synthesis. For example, 2-naphthol reacts to form BINOL.

References

↑ 1.0 1.1 Safety data for 2-naphthol
↑ Sreekanth, R.; Prasanthkumar, Kavanal P.; Sunil Paul, M. M.; Aravind, Usha K.; Aravindakumar, C. T. (7 November 2013). "Oxidation Reactions of 1- and 2-Naphthols: An Experimental and Theoretical Study". The Journal of Physical Chemistry A 117 (44): 11261–11270. doi:10.1021/jp4081355. PMID 24093754.

External links

NIST Chemistry WebBook 2-Naphthalenol

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