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Sigma-Aldrich

1,8-Dihydroxynaphthalin

95%

Synonym(e):

1,8-Naphthalindiol

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About This Item

Empirische Formel (Hill-System):
C10H8O2
CAS-Nummer:
569-42-6
Molekulargewicht:
160.17
Beilstein:
2044947
MDL-Nummer:
MFCD00042701
UNSPSC-Code:
12352100
PubChem Substanz-ID:
329765431
NACRES:
NA.22

Assay

95%

Form

solid

mp (Schmelzpunkt)

137-143 °C

Lagertemp.

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

InChIKey

OENHRRVNRZBNNS-UHFFFAOYSA-N

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Anwendung

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.

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H318

Gefahreneinstufungen

Eye Dam. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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2,7-Naphthalenediol for synthesis

Sigma-Aldrich

8.20851

2,7-Naphthalenediol

1,8-Diiodnaphthalin ≥98.0% (HPLC)

Sigma-Aldrich

779490

1,8-Diiodnaphthalin

1,8-Dibromonaphthalene 97%

Sigma-Aldrich

764094

1,8-Dibromonaphthalene

Melanin Synthetic

Sigma-Aldrich

M8631

Melanin

Fen Wang et al.
Molecular plant-microbe interactions : MPMI, 33(11), 1315-1329 (2020-08-21)
The role of NADPH oxidases (NOXs) in pathogenesis and development in the Curvularia leaf spot agent Curvularia lunata remains poorly understood. In this study, we identified C. lunata ClNOX2, which localized to the plasma membrane and was responsible for reactive
P A Geis et al.
Archives of microbiology, 137(4), 324-328 (1984-04-01)
Melanin synthesis in the dematiaceous, polymorphic hyphomycete Wangiella dermatitidis, a human pathogen, was investigated by biochemical and physiological techniques. Mutants with a decrease or loss in melanin synthesis were induced and isolated. Melanin precursors were obtained from the mutants, purified
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
Tuyetnhu Pham et al.
Medical mycology, 58(8), 1178-1186 (2020-03-15)
Aspergillus fumigatus is the most common opportunistic human fungal pathogen responsible for invasive aspergillosis. Gene manipulation is critical for the investigation of A. fumigatus biology and pathogenesis at the molecular level, and it often requires integration of the introduced DNA
N A Yurlova et al.
Studies in mycology, 61, 39-49 (2008-01-01)
Dothideaceous black yeast-like fungi (BYF) are known to synthesise DHN-melanin that is inhibited by the systemic fungicide tricyclazole. The final step of the DHN melanin pathway is the conjoining of 1,8-DHN molecules to form the melanin polymer. There are several
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