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70450

Sigma-Aldrich

2-Naphthol

fluorescence indicator, ≥99.0%

Synonym(s):

β-Naphthol, 2-Hydroxynaphthalene

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About This Item

Linear Formula:
C10H7OH
CAS Number:
Molecular Weight:
144.17
Beilstein:
742134
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
MA.02

grade

fluorescence indicator

Quality Level

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.)

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.

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

307.4 °F - closed cup

Flash Point(C)

153 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Armour, Margaret-Ann
Hazardous Laboratory Chemicals Disposal Guide, 325-325 (2003)
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
Selvanathan Arumugam et al.
Journal of the American Chemical Society, 134(20), 8408-8411 (2012-05-10)
A very facile reaction between photochemically generated o-naphthoquinone methides (oNQMs) and thiols is employed for reversible light-directed surface derivatization and patterning. A thiol-functionalized glass slide is covered with an aqueous solution of a substrate conjugated to 3-(hydroxymethyl)-2-naphthol (NQMP). Subsequent irradiation

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