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Merck
CN

740683

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2044947
Assay:
95%
Form:
solid
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InChI

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

SMILES string

Oc1cccc2cccc(O)c12

InChI key

OENHRRVNRZBNNS-UHFFFAOYSA-N

assay

95%

form

solid

mp

137-143 °C

storage temp.

2-8°C

Quality Level

Application

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

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Shao Yu Lin et al.
Molecular plant-microbe interactions : MPMI, 25(12), 1552-1561 (2012-09-01)
Both Colletotrichum and Magnaporthe spp. develop appressoria pigmented with melanin, which is essential for fungal pathogenicity. 1,8-Dihydroxynaphthalene (1,8-DHN) is believed to be polymerized to yield melanin around the appresorial cell wall through the oxidative activity of laccases. However, no 1,8-DHN
Total synthesis and antifungal activity of palmarumycin CP17 and its methoxy analogues
Wang R, et al.
Molecules (Basel), 21, 600-600 (2016)
First report of a permanent open form of a naphthopyran
Martins CI, et al.
Tetrahedron Letters, 43, 2203-2205 (2002)
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
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

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