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)
Solvatochromism of ?-Naphthol
Solntsev, Kyril M., Dan Huppert, and Noam Agmon
The Journal of Physical Chemistry A, 102.47, 9599-9606 (1998)
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)
L E King et al.
Environmental science & technology, 48(19), 11637-11645 (2014-08-26)
Hamilton Harbour, Ontario, Canada is one of the most polluted sites on the Great Lakes, and is subject to substantial airborne pollution due to emissions from both heavy industry and intense vehicle traffic. Mutagenic Polycyclic aromatic hydrocarbons (PAHs) are present...
Takuya Oguma et al.
Journal of the American Chemical Society, 134(49), 20017-20020 (2012-11-28)
Iron(salan) complex 1 was found to catalyze the oxidative dearomatization of 1-substituted 2-naphthols with the formation of an all-carbon quaternary stereocenter in air in the presence of nitroalkanes, to afford the corresponding cyclic enones with high enantioselectivity of 88-96% ee.

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