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Merck
CN

37480

1,4-Dihydroxyanthraquinone

purum, ≥98.0% (HPLC), powder, red-brown

Synonym(s):

Quinizarin

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About This Item

Empirical Formula (Hill Notation):
C14H8O4
CAS Number:
Molecular Weight:
240.21
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
201-368-7
Beilstein/REAXYS Number:
1914036
MDL number:
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Product Name

1,4-Dihydroxyanthraquinone, purum, ≥98.0% (HPLC), powder, red-brown

InChI key

GUEIZVNYDFNHJU-UHFFFAOYSA-N

InChI

1S/C14H8O4/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,15-16H

SMILES string

Oc1ccc(O)c2C(=O)c3ccccc3C(=O)c12

grade

purum

assay

≥98.0% (HPLC)

form

powder

ign. residue

≤1.0%

color

red-brown

mp

195-200 °C

Quality Level

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Application

1,4-Dihydroxyanthraquinone may be used in the synthesis of cyclopentanoids by cyclization of α,β-unsaturated aldehyde with 1, 4 1,4-Dihydroxyanthraquinone. It has been studied as a long range emissive ratiometric fluorescent probe for live cell imaging.

General description

1,4-Dihydroxyanthraquinone is an organic dye molecule with an aromatic structure. It is a derivative of anthraquinone bearing hydroxyl moieties. They may find uses in pharmacological, biochemical and dye industries. Anthraquinone dye are resistant to degradation.

pictograms

Environment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

431.6 °F

flash_point_c

222 °C

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)


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Exploring 1,4-dihydroxyanthraquinone as long-range emissive ratiometric fluorescent probe for signaling Zn2+/PO43-: ensemble utilization for live cell imaging
Sinha S, et al.
Journal of Photochemistry and Photobiology. B, Biology (2015)
Photochemical hole-burning study of 1,4-dihydroxyanthraquinone doped in amorphous silica prepared by alcoholate method
Tani T, et al.
Journal of Applied Physics, 58, 3559-3559 (1985)
Petronela Pascariu Dorneanu et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 134, 218-224 (2014-07-12)
Absorption and fluorescence spectra of a polyquinoneimine, PQI, built on 1,4-dihydroxyanthraquinone and a siloxane diamine, 1,3-bis(amino-phenylene-ester-methylene)tetramethyldisiloxane, have been investigated in solvents of different polarities. The effect of solvents on the spectral properties was investigated using Lippert-Mataga and Bakhshiev polarity functions
Cyclization of 1,4-Dihydroxyanthraquinone with a,?-Unsaturated Aldehyde: A New Strategy for the Synthesis of Cyclopentanoids
Cao FX, et al.
Tetrahedron Letters (2015)
Christopher Batchelor-McAuley et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(50), 19891-19895 (2011-11-24)
After 35 years the hunt for improved anthracycline antibiotics is unabated but has yet to achieve the levels of clinical success desired. Electrochemical techniques provide a large amount of kinetic and thermodynamic information, but the use of such procedures is

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