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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:
582-17-2
Molecular Weight:
160.17
Beilstein:
2042383
EC Number:
209-478-7
MDL number:
MFCD00004085
UNSPSC Code:
12352100
PubChem Substance ID:
24893371
NACRES:
NA.22

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
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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Allergic contact dermatitis from 2,7-dihydroxynaphthalene in hair dye.
A Eskelinen et al.
Contact dermatitis, 36(6), 312-313 (1997-06-01)
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
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
Efficient lactic acid-catalyzed route to naphthopyranopyrimidines under solvent-free conditions
Sadeh FN, et al.
Organic preparations and procedures international, 49, 35-44 (2017)
Raafat M Issa et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 62(4-5), 980-986 (2005-06-14)
The absorption spectra of mono- and bis-azo-derivatives obtained by coupling the diazonium salts of aromatic amines and 2,7-dihydroxynaphthalene have been studied in six organic solvents. The different absorption bands have been assigned and the effect of solvents on the charge
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