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740683

Sigma-Aldrich

1,8-Dihydroxynaphthalene

95%

Synonym(s):

1,8-Naphthalenediol

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About This Item

Empirical Formula (Hill Notation):
C10H8O2
CAS Number:
Molecular Weight:
160.17
Beilstein/REAXYS Number:
2044947
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$48.78

List Price$53.60Save 9%

In StockDetails


Request a Bulk Order

Quality Level

assay

95%

form

solid

mp

137-143 °C

storage temp.

2-8°C

SMILES string

Oc1cccc2cccc(O)c12

InChI

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

InChI key

OENHRRVNRZBNNS-UHFFFAOYSA-N

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Application

1,8-Dihydroxynaphthalene (DHN) can be used as:
  • An intermediate in the preparation of benzo analogs of spiromamakone A.[1]
  • A starting material to synthesize naphthopyran derivatives.[2]
  • An intermediate in the total synthesis of palmarumycin CP17 analogs.[3]

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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E S Jacobson et al.
Infection and immunity, 63(12), 4944-4945 (1995-12-01)
1,8-Dihydroxynaphthalene melanin in Wangiella dermatitidis and Alternaria alternata was titrated in vivo with the oxidants permanganate, hypochlorite, and H2O2. Melanized strains neutralized more oxidant and withstood higher concentrations of permanganate and hypochlorite than albino strains did. H2O2 killing required 1,000-fold
E Thines et al.
The Journal of antibiotics, 51(4), 387-393 (1998-06-19)
From submerged cultures of Scytalidium sp. 36-93, ten metabolites were isolated due to their effects on dihydroxynaphthalene (DHN) or DOPA melanin biosynthesis. Four of the compounds, scytalols A (1a), B (1b), C (2) and D (3), are new secondary metabolites
Pigment biosynthesis and virulence.
A A Brakhage et al.
Contributions to microbiology, 2, 205-215 (1999-10-16)
Claudia Pacelli et al.
Life (Basel, Switzerland), 10(8) (2020-08-06)
One of the primary current astrobiological goals is to understand the limits of microbial resistance to extraterrestrial conditions. Much attention is paid to ionizing radiation, since it can prevent the preservation and spread of life outside the Earth. The aim
Total synthesis and antifungal activity of palmarumycin CP17 and its methoxy analogues
Wang R, et al.
Molecules (Basel), 21, 600-600 (2016)

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