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
Beilstein:
2044947
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.
- A starting material to synthesize naphthopyran derivatives.
- An intermediate in the total synthesis of palmarumycin CP17 analogs.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Pigment biosynthesis and virulence.
A A Brakhage et al.
Contributions to microbiology, 2, 205-215 (1999-10-16)
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
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
First report of a permanent open form of a naphthopyran
Martins CI, et al.
Tetrahedron Letters, 43, 2203-2205 (2002)
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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