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70448

Sigma-Aldrich

2-Naphthol

BioXtra, ≥99.0% (GC)

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
Beilstein:
742134
EC Number:
205-182-7
MDL number:
MFCD00004067
UNSPSC Code:
12352100
PubChem Substance ID:
329762454
NACRES:
NA.25

vapor density

4.97 (vs air)

Quality Level

100

vapor pressure

10 mmHg ( 145.5 °C)

product line

BioXtra

Assay

≥99.0% (GC)

form

solid

bp

285-286 °C (lit.)

mp

120-122 °C (lit.)
121-123 °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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Other Notes

Substrate for the fluorometric assay of phenol sulfotransferase

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCG4890
BCCG1900
BCBP0986V
BCBQ2376V
BCBC3044V

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M Arand et al.
Analytical biochemistry, 163(2), 546-551 (1987-06-01)
A new, rapid, and sensitive method for assaying phenol sulfotransferase activity toward 2-naphthol is described. The product 2-naphthyl sulfate is quantitated fluorometrically. Optimal wavelengths for excitation and emission were determined by recording the three-dimensional fluorescence spectra of the substrate and
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
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.
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
Michael Holtz-Mulholland et al.
Chemical communications (Cambridge, England), 49(18), 1835-1837 (2013-01-30)
The reactivity of a Cu catalyst for oxidative coupling is modulated by a small molecule additive, diethyl malonate, that slows over-oxidation of 2-naphthols. Efficient heterocoupling between electron-rich and electron-poor 2-naphthols/2-naphthylamines affords C(1)-symmetric BINOLs with yields ranging from 35-98%.
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