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70430

Sigma-Aldrich

1,4-Dihydroxynaphthalene

technical, ≥90% (HPLC)

Synonym(s):
p-Naphthohydroquinone (α), 1,4-Naphthalenediol
Empirical Formula (Hill Notation):
C10H8O2
CAS Number:
Molecular Weight:
160.17
Beilstein:
1307689
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

grade

technical

assay

≥90% (HPLC)

mp

191-192 °C (dec.)

SMILES string

Oc1ccc(O)c2ccccc12

InChI

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

InChI key

PCILLCXFKWDRMK-UHFFFAOYSA-N

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Related Categories

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

R Munday
Free radical biology & medicine, 22(4), 689-695 (1997-01-01)
At neutral pH, 1,4-naphthohydroquinone and 2-methyl-1,4-naphthohydroquinone readily autoxidize to the corresponding quinones. In an unpurified phosphate buffer, the autoxidation of both substances proceeded in a linear fashion after a brief lag phase. Addition of a chelating agent or purification of...
M Matsumoto et al.
Biological & pharmaceutical bulletin, 24(3), 236-241 (2001-03-21)
The proteases encoded by herpesviruses including herpes simplex virus type 1 (HSV-1) and human cytomegalovirus (HCMV) are attractive targets for antiviral drug development because of their important roles in viral replication. We randomly screened a chemical compound library for inhibitory...
R Munday
Free radical research, 32(3), 245-253 (2000-03-24)
The rates of autoxidation of a number of pure naphthohydroquinones have been determined, and the effects of pH, superoxide dismutase (SOD) and of the parent naphthoquinone on the oxidation rates have been investigated. Most compounds were slowly oxidised in acid...
María Teresa Molina et al.
The Journal of organic chemistry, 74(24), 9573-9575 (2009-11-27)
The NHC-catalyzed conjugate hydroacylation of 1,4-naphthoquinones allows for the synthesis of monoacylated 1,4-dihydroxynaphthalene derivatives. These targets, difficult to prepare selectively by standard protocols, represent important intermediates in the elaboration of highly substituted 1,4-naphthoquinone derivatives, which constitute relevant pharmaceutical scaffolds. High...
L S Tsuruda et al.
Archives of toxicology, 69(6), 362-367 (1995-01-01)
Naphthalene (NA) is metabolically activated to the reactive intermediates, naphthalene oxide (NO) and naphthoquinones. To investigate the role of circulating reactive metabolites in NA toxicity, the half-life of NO was examined. The in vitro half-life of NO in both whole...

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