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275603

2,6-Dihydroxynaphthalene

Name: 2,6-Dihydroxynaphthalene
Brand: ALDRICH

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

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24856658

EC Number:

209-465-6

Beilstein/REAXYS Number:

1238082

MDL number:

MFCD00004082

Assay:

98%

Form:

solid

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Properties

Quality Level

100

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

Description

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Toward high-generation rotaxane dendrimers that incorporate a ring component on every branch: noncovalent synthesis of a dendritic [10]pseudorotaxane with 13 molecular components.

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

Chromane derivatives of small aromatic molecules: Chemoenzymatic synthesis and growth inhibitory activity on human tumor cell line LoVo WT.

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

Synthesis, properties, crystal structures, and semiconductor characteristics of naphtho[1,2-b:5,6-b']dithiophene and -diselenophene derivatives.

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

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