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70430

Sigma-Aldrich

1,4-Dihydroxynaphthalene

technical, ≥90% (HPLC)

Synonym(s):

1,4-Naphthalenediol, p-Naphthohydroquinone (α)

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About This Item

Empirical Formula (Hill Notation):
C10H8O2
CAS Number:
571-60-8
Molecular Weight:
160.17
Beilstein:
1307689
EC Number:
209-336-4
MDL number:
MFCD00003977
UNSPSC Code:
12352100
PubChem Substance ID:
57652247
NACRES:
NA.22

grade

technical

Assay

≥90% (HPLC)

form

crystals

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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Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335,H412

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

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK4183
BCCB7408
BCBL3934V
1400167

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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
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
Aurora Molinari et al.
Archiv der Pharmazie, 342(10), 591-599 (2009-09-16)
Several new 6-(3-pyrazolylpropyl) derivatives of 1,4-naphthohydroquinone-1,4-diacetate (NHQ-DA) have been prepared by chemical modifications of the Diels-Alder adduct of alpha-myrcene and 1,4-benzoquinone. All these new compounds and precursors have been evaluated in vitro for their cytotoxicity against cultured human cancer cells
T Ishii et al.
Free radical biology & medicine, 8(1), 21-24 (1990-01-01)
The autoxidation of 1,4-naphthohydroquinone, in a phosphate, EDTA buffer at pH 7.4, exhibits an autocatalysis whose lag phase becomes more pronounced in the presence of either the Cu,Zn- or the Mn-containing superoxide dismutases. In contrast, the autoxidation of a second
Kevin W Wellington et al.
Bioorganic & medicinal chemistry, 20(14), 4472-4481 (2012-06-12)
Nuclear monoamination of a 1,4-naphthohydroquinone with primary aromatic amines was catalysed by the commercial laccase, Novozym 51003, from Novozymes to afford aminonaphthoquinones. The synthesis was accomplished by reacting a mixture of the primary amine and 1,4-naphthohydroquinone in succinate-lactate buffer and
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