37480

Sigma-Aldrich

1,4-Dihydroxyanthraquinone

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

Synonym(s):
Quinizarin
Empirical Formula (Hill Notation):
C14H8O4
CAS Number:
Molecular Weight:
240.21
Beilstein/REAXYS Number:
1914036
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

grade

purum

assay

≥98.0% (HPLC)

form

powder

ign. residue

≤1.0%

color

red-brown

mp

195-200 °C

SMILES string

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

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

InChI key

GUEIZVNYDFNHJU-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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.

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.

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

hazcat

Aquatic Acute 1 - Aquatic Chronic 1

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 2

Flash Point(F)

431.6 °F

Flash Point(C)

222 °C

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Cyclization of 1,4-Dihydroxyanthraquinone with a,?-Unsaturated Aldehyde: A New Strategy for the Synthesis of Cyclopentanoids
Cao FX, et al.
Tetrahedron Letters (2015)
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)
Meiling Wang et al.
Environmental science & technology, 46(1), 367-373 (2011-12-02)
1,4-Dihydroxyanthraquinone (1,4-DHAQ, a fluorophore) doped cellulose (CL) (denoted as 1,4-DHAQ@CL) microporous nanofiber film has been achieved via simple electrospinning and subsequent deacetylating, and used for highly sensitive and selective fluorescence detection of Cu(2+) in aqueous solution. As the resultant byproduct...
Mohammad Saeid Hosseini et al.
Journal of hazardous materials, 190(1-3), 755-765 (2011-05-03)
This paper reports the results obtained by studying the ion-exchange properties of a new solvent impregnated resin (SIR), which was prepared by impregnation of quinizarin (1,4-dihydroxyanthraquinone, QNZ) on Amberlite XAD-16 after nitration of the benzene rings present in its structure....

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