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N1000

Sigma-Aldrich

1-Naphthol

ReagentPlus®, ≥99%

Synonym(s):
α-Naphthol, 1-Hydroxynaphthalene
Linear Formula:
C10H7OH
CAS Number:
Molecular Weight:
144.17
Beilstein:
1817321
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

vapor density

4.5 (120 °C, vs air)

vapor pressure

1 mmHg ( 94 °C)

product line

ReagentPlus®

assay

≥99%

autoignition temp.

1007 °F

expl. lim.

5 %

color

white to off-white

bp

278-280 °C (lit.)

mp

94-96 °C (lit.)

fluorescence

λex 300 nm; λem 472 nm (Borax buffer)

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Cleaning Products
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Food and Beverages
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SMILES string

Oc1cccc2ccccc12

InChI

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

InChI key

KJCVRFUGPWSIIH-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

1-Naphthol is a hydroxyl-aromatic compound. Its thermodynamic properties such as heat capacity, sublimation pressure, vapor pressure, enthalpies of combustion, formation and fusion have been estimated. The decomposition of 1-naphthol in aqueous solutions on exposure to gamma radiation has been studied. The ability of biochar of orange peels in adsorbing 1-naphthol from water has been investigated. The activation energy and the reaction rate constant of the enzymatic polymerization of 1-naphthol using laccase have been reported. It undergoes hydrogenation in the presence of a rhodium catalyst to form cis,cis 1-decalol. This product is a certified reference material (CRM) certified to International Standards BS EN ISO / IEC 17025 and ISO 17034 under UKAS accreditation.

Application

1-Naphthol has been used as a prooxidant to analyze its ability to induce hemolysis in a zebrafish G6PD (glucose-6-phosphate dehydrogenase) deficiency model.

Packaging

10, 100, 500 g in glass bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 3 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1A - STOT SE 2 Oral - STOT SE 3

Target Organs

Kidney, Respiratory system

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

257.0 °F - closed cup

Flash Point(C)

125 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Hydrogenation of 1-naphthol with rhodium catalyst.
Freifelder M and Stone GR.
Journal of Pharmaceutical Sciences, 53(9), 1134-1135 (1964)
Xiaobai Patrinostro et al.
Experimental hematology, 41(8), 697-710 (2013-04-23)
Glucose-6-phosphate dehydrogenase (G6PD) deficiency is the most common genetic defect and enzymopathy worldwide, affecting approximately 400 million people and causing acute hemolysis in persons exposed to prooxidant compounds such as menthol, naphthalene, antimalarial drugs, and fava beans. Mouse models have...
Thermodynamic properties of 1-naphthol: Mutual validation of experimental and computational results.
Chirico RD, et al.
The Journal of Chemical Thermodynamics, 86, 106-115 (2015)
Reaction kinetics for laccase-catalyzed polymerization of 1-naphthol.
Aktas N, et al.
Bioresource Technology, 80(1), 29-36 (2001)
Radiolysis of 1-naphthol in aqueous solutions.
Ngo TM, et al.
J. Radioanal. Nucl. Chem., 286(1), 287-293 (2010)

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