Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

740683

Sigma-Aldrich

1,8-Dihydroxynaphthalene

95%

Synonym(s):

1,8-Naphthalenediol

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H8O2
CAS Number:
569-42-6
Molecular Weight:
160.17
Beilstein:
2044947
MDL number:
MFCD00042701
UNSPSC Code:
12352100
PubChem Substance ID:
329765431
NACRES:
NA.22

Quality Level

100

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

740683-1G:
740683-VAR:
740683-BULK:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCQ6385
MKCN3217
MKCG2118
MKCD6621
MKCD5239

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Hong Jiang et al.
Gene, 602, 8-15 (2016-11-16)
A PKS1 gene responsible for the melanin biosynthesis and a NPG1 gene in Aureobasidium melanogenum XJ5-1 were cloned and characterized. An ORF of the PKS1 gene encoding a protein with 2165 amino acids contained 6495bp while an ORF of the
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
H F Tsai et al.
The Journal of biological chemistry, 276(31), 29292-29298 (2001-05-15)
Chain lengths and cyclization patterns of microbial polyketides are generally determined by polyketide synthases alone. Fungal polyketide melanins are often derived from a pentaketide 1,8-dihydroxynaphthalene, and pentaketide synthases are used for synthesis of the upstream pentaketide precursor, 1,3,6,8-tetrahydroxynaphthalene (1,3,6,8-THN). However
View All Related Papers

Global Trade Item Number

SKUGTIN
740683-1G4061832884394

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service