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N6250

Sigma-Aldrich

1,3-Dihydroxynaphthalene

≥99% purity , crystalline

Synonyme(s) :

1,3-Naphthalenediol, Naphthoresorcinol

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About This Item

Formule linéaire :
C10H6(OH)2
Numéro CAS:
132-86-5
Poids moléculaire :
160.17
Numéro Beilstein :
2044002
Numéro CE :
205-079-7
Numéro MDL:
MFCD00003965
Code UNSPSC :
12171500
ID de substance PubChem :
24897775
Nomenclature NACRES :
NA.47

product name

1,3-Dihydroxynaphthalene, ≥99%, crystalline

Niveau de qualité

200

Pureté

≥99%

Forme

crystalline

Technique(s)

titration: suitable

Couleur

white to tan

Pf

123-125 °C (lit.)
124-125 °C

Solubilité

ethanol: 50 mg/mL

λmax

288 nm (298 nm (ethanol))

Application(s)

diagnostic assay manufacturing
hematology
histology

Température de stockage

room temp

Chaîne SMILES 

Oc1cc(O)c2ccccc2c1

InChI

1S/C10H8O2/c11-8-5-7-3-1-2-4-9(7)10(12)6-8/h1-6,11-12H

Clé InChI

XOOMNEFVDUTJPP-UHFFFAOYSA-N

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Catégories apparentées

Description générale

1,3-Dihydroxynaphthalene is a dye intermediate forming stable colors when applied with particular mordants and in mixtures with other oxidizing dyes. This specific reagent is intended for the quantitative colorimetric determination of alduronic acids, such as glucuronic acid from urine. The mutagenicity of ozonation derivatives of 1,3-dihydroxynaphthalene against several Salmonella typhimurium strains has been studied.

Application

1,3-Dihydroxynaphthalene is utilized in carbohydrate chromatography, sometimes in conjunction with resorcinol. It has been used incorporated into a thin-layer electrophoretic method for the analysis of biomass degradation products which contain comprising mono-, oligo- and polysaccharides, and their derivatives, in addition to phenolic compounds.

Notes préparatoires

1,3-Dihydroxynaphthalene is soluble in ethanol (50 mg/ml), with heat as needed, yielding a clear to slightly hazy, colorless to orange-brown solution. It is also soluble in water and ether.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Warning

Mentions de danger

H341

Classification des risques

Muta. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Karen A Nolan et al.
Bioorganic & medicinal chemistry letters, 20(24), 7331-7336 (2010-11-16)
The NCI chemical database has been screened using in silico docking to identify novel inhibitors of NRH:quinone oxidoreductase 2 (NQO2). Compounds identified from the screen exhibit a diverse range of scaffolds and inhibitory potencies are generally in the micromolar range.
Hikoto Ohta et al.
Journal of forensic sciences, 49(3), 517-522 (2004-06-03)
The chemical compound 5-(4-nitrophenyl)-2,4-pentadien-1-al (NPPD), called "spy dust," was used in the Soviet Union as a shadowing pursuit, the act of following someone secretly, for investigating the activities of diplomatic personnel. It is also useful for counter-terrorism, and some criminal
Wilson Terán et al.
The Journal of biological chemistry, 281(11), 7102-7109 (2006-01-13)
The RND family transporter TtgABC and its cognate repressor TtgR from Pseudomonas putida DOT-T1E were both shown to possess multidrug recognition properties. Structurally unrelated molecules such as chloramphenicol, butyl paraben, 1,3-dihydroxynaphthalene, and several flavonoids are substrates of TtgABC and activate
Benjamin Pluvinage et al.
Nature communications, 9(1), 1043-1043 (2018-03-15)
In red algae, the most abundant principal cell wall polysaccharides are mixed galactan agars, of which agarose is a common component. While bioconversion of agarose is predominantly catalyzed by bacteria that live in the oceans, agarases have been discovered in
Amy L Kieran et al.
Chemical communications (Cambridge, England), (14)(14), 1842-1844 (2005-03-30)
New macrocycles incorporating a porphyrin and a [small pi] electron-rich aromatic were prepared from a dynamic disulfide library. The outcome could be influenced by use of templates.
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