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Key Documents

D116408

Sigma-Aldrich

2,7-Dihydroxynaphthalene

97%

Synonym(s):

2,7-Naphthalenediol

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About This Item

Linear Formula:
C10H6(OH)2
CAS Number:
Molecular Weight:
160.17
Beilstein/REAXYS Number:
2042383
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

powder

mp

185-190 °C (lit.)

SMILES string

Oc1ccc2ccc(O)cc2c1

InChI

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

InChI key

DFQICHCWIIJABH-UHFFFAOYSA-N

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General description

2,7-Dihydroxynaphthalene is a organic building block used to prepare sulfonic acids, divinylnaphthalenes, dyes, pigments, and fluorescent whiteners.

Application

Starting material for the synthesis of sulfonic acids and divinylnaphthalenes.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Efficient lactic acid-catalyzed route to naphthopyranopyrimidines under solvent-free conditions
Sadeh FN, et al.
Organic preparations and procedures international, 49, 35-44 (2017)
Allergic contact dermatitis from 2,7-dihydroxynaphthalene in hair dye.
A Eskelinen et al.
Contact dermatitis, 36(6), 312-313 (1997-06-01)
Alexandru Chichirau et al.
Free radical biology & medicine, 38(3), 344-355 (2005-01-05)
ortho-Hydroxyphenols (catechols) form a common structural unit in naturally occurring antioxidants such as polyphenols. They also show pro-oxidant characteristics which depend on their particular structure. Here we examined the acetylated versions of three catechols and a naphthalenediol for cytotoxicity to
Elisa Haug-Schifferdecker et al.
The Journal of biological chemistry, 285(22), 16487-16494 (2010-03-31)
Five fungal genomes from the Ascomycota (sac fungi) were found to contain a gene with sequence similarity to a recently discovered small group of bacterial prenyltransferases that catalyze the C-prenylation of aromatic substrates in secondary metabolism. The genes from Aspergillus
The Journal of Organic Chemistry, 58, 7388-7388 (1993)

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