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Sigma-Aldrich

2,6-Dihydroxynaphthalene

98%

Synonym(s):

2,6-Naphthalenediol

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About This Item

Linear Formula:
C10H6(OH)2
CAS Number:
581-43-1
Molecular Weight:
160.17
Beilstein:
1238082
EC Number:
209-465-6
MDL number:
MFCD00004082
UNSPSC Code:
12352100
PubChem Substance ID:
24856658
NACRES:
NA.22

Assay

98%

form

solid

mp

223-225 °C (lit.)

SMILES string

Oc1ccc2cc(O)ccc2c1

InChI

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

InChI key

MNZMMCVIXORAQL-UHFFFAOYSA-N

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Application

2,6-Dihydroxynaphthalene was used in the synthesis of 1,5-dichloro-2,6-diethynylnaphthalenes. It was also used in the preparation of first-generation rotaxane dendrimer.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Shoji Shinamura et al.
The Journal of organic chemistry, 75(4), 1228-1234 (2010-01-27)
In this paper we present the synthesis, structures, characterization, and applications to field-effect transistors (FETs) of naphtho[1,2-b:5,6-b']dithiophene (NDT) and -diselenophene (NDS) derivatives. Treatment of 1,5-dichloro-2,6-diethynylnaphthalenes, easily derived from commercially available 2,6-dihydroxynaphthalene, with sodium chalcogenide afforded a straightforward access to NDTs
Soo-Young Kim et al.
Chemistry, an Asian journal, 2(6), 747-754 (2007-05-08)
By taking advantage of the fact that cucurbit[6]uril (CB[6]) forms exceptionally stable host-guest complexes with protonated amines, and that its homologue CB[8] can encapsulate a pair of electron-rich and electron-deficient guest molecules to form a stable 1:1:1 complex, we synthesized
Alberto Macone et al.
Bioorganic & medicinal chemistry, 17(16), 6003-6007 (2009-07-21)
Aromatic substrates tyrosol (p-hydroxyphenylethanol) and 2,6-dihydroxynaphthalene (2,6-DHN) were converted into chromane derivatives by means of chemoenzymatic reactions catalyzed by the aromatic prenyltransferase of bacterial origin NovQ, using dimethylallyl bromide as allylic substrate instead of the natural isoprenyl pyrophosphate substrate. Stereoselective
Mårten Jacobsson et al.
Journal of medicinal chemistry, 49(6), 1932-1938 (2006-03-17)
The antiproliferative activity of the 14 isomeric monoxylosylated dihydroxynaphthalenes has been tested in vitro toward normal HFL-1 and 3T3 A31 cells as well as transformed T24 and 3T3 SV40 cells. The antiproliferative effect toward HFL-1 cells was correlated with the
Dieter Schemeth et al.
Analytica chimica acta, 1038, 182-190 (2018-10-04)
In this study, we focus on isolation and fractionation strategies by solid phase extraction (SPE) for a broad range of environmentally related organic acids. These emerging potential contaminants are primary degradation products of spilled petrogenic compounds but little attention has

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