70450

Sigma-Aldrich

2-Naphthol

fluorescence indicator, ≥99.0%

Synonym(s):
β-Naphthol, 2-Hydroxynaphthalene
Linear Formula:
C10H7OH
CAS Number:
Molecular Weight:
144.17
Beilstein/REAXYS Number:
742134
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
MA.02

Quality Level

grade

fluorescence indicator

vapor density

4.97 (vs air)

vapor pressure

10 mmHg ( 145.5 °C)

assay

≥99.0% (GC)
≥99.0%

impurities

≤0.5% 1-naphthol

ign. residue

≤0.05%

bp

285-286 °C (lit.)

mp

120-122 °C (lit.)
121-122 °C

fluorescence

λex 320 nm; λem 410 nm in 0.1 M NaOH

SMILES string

Oc1ccc2ccccc2c1

InChI

1S/C10H8O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H

InChI key

JWAZRIHNYRIHIV-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

2-Naphthol (2OH) is a hydroxyarene molecule, which when electronically excited forms strong acid. Excited 2OH dissociates only in water. It has a slight phenolic odor. It is incompatible with strong oxidizing agents, strong bases, acid chlorides and acid anhydrides. It is one of the most commonly used fluorescence dye.

Application

2OH has been used as a fluorescence indicator which changes fluorescence intensity at varied temperatures when embedded in aqueous Poly(vinly alcohol)/borax gel networks.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3077 9 / PGIII

WGK Germany

WGK 2

Flash Point(F)

307.4 °F - closed cup

Flash Point(C)

153 °C - closed cup

Armour, Margaret-Ann
Hazardous Laboratory Chemicals Disposal Guide, 325-325 (2003)
A novel fluorescence temperature sensor based on a surfactant-free PVA/borax/2-naphthol hydrogel network system.
Lee, Sang Min, et al.
Journal of Applied Polymer Science, 93.5, 2114-2118 (2004)
Solvatochromism of ?-Naphthol
Solntsev, Kyril M., Dan Huppert, and Noam Agmon
The Journal of Physical Chemistry A, 102.47, 9599-9606 (1998)
Erin E Podlesny et al.
Organic letters, 14(6), 1408-1411 (2012-03-01)
The first enantioselective total synthesis of the bisanthraquinone (S)-bisoranjidiol and an unnatural regioisomer has been accomplished. Key features of the synthesis include the asymmetric oxidative biaryl coupling of a hindered 8-substituted 2-naphthol, selective para-quinone formation, and regioselective tandem Diels-Alder/aromatization reactions.
Supriti Sen et al.
The Analyst, 137(17), 3975-3981 (2012-07-13)
An efficient water soluble fluorescent Al(3+) receptor, 1-[[(2-furanylmethyl)imino]methyl]-2-naphthol (1-H) was synthesized and characterized by physico-chemical and spectroscopic tools along with single crystal X-ray crystallography. High selectivity and affinity of 1-H towards Al(3+) in HEPES buffer (DMSO/water: 1/100) of pH 7.4...

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