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Merck
CN

70450

2-Naphthol

≥99.0%

Synonym(s):

β-Naphthol, 2-Hydroxynaphthalene

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About This Item

Linear Formula:
C10H7OH
CAS Number:
135-19-3
Molecular Weight:
144.17
UNSPSC Code:
12171500
NACRES:
MA.02
PubChem Substance ID:
329762457
EC Number:
205-182-7
Beilstein/REAXYS Number:
742134
MDL number:
MFCD00004067

Key Documents

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InChI key

JWAZRIHNYRIHIV-UHFFFAOYSA-N

InChI

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

SMILES string

Oc1ccc2ccccc2c1

vapor density

4.97 (vs air)

vapor pressure

10 mmHg ( 145.5 °C)

assay

≥99.0% (GC), ≥99.0%

form

solid

impurities

≤0.5% 1-naphthol

ign. residue

≤0.05%

bp

285-286 °C (lit.)

Quality Level

100

Gene Information

human ... CYP1A2(1544)

mp

121-122 °C

fluorescence

λex 320 nm; λem 410 nm in 0.1 M NaOH

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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.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Sens. 1

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

307.4 °F - closed cup

flash_point_c

153 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD4643
BCCB4532
BCBW5657
BCBV0658
BCBV0179

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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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