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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/REAXYS Number:
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

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_germany

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
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
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.
Shouning Chai et al.
Environmental science & technology, 46(18), 10182-10190 (2012-08-28)
With in situ molecular imprinting technique, a novel nanoelectrode (MI, n-P)-TiO(2) with n-P heterojunction and molecular recognition ability was fabricated by liquid phase deposition at low temperature. Using bisphenol A (BPA) as template, the spindle-like TiO(2) particles 40-80 nm in
Glenn Talaska et al.
Toxicology letters, 213(1), 45-48 (2011-05-26)
Urinary bladder cancer is a historical disease of rubber workers often been associated with exposure to aromatic amines such as 2-naphthylamine. While exposure to these compounds has decreased markedly over time, the bladder cancer risk has not decreased in direct
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.
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