Alizarin Chemical Properties

Melting point:

287 °C

Boiling point:

430 °C

Density 

1.06 g/mL at 20 °C

refractive index 

1.5190 (estimate)

Flash point:

430°C subl.

solubility 

Solubility Virtually insoluble in water; moderately soluble in ethanol, soluble in benzene, toluene, Ixylene, pyridine, acetic acid

pka

6.77(at 25℃)

Colour Index 

58000

form 

Fine Powder

color 

Orange to orange-brown

PH

5.5～7.2

PH Range

Yellow (5.5) to red (6.8);Red (10.1) to purple (12.1)

Water Solubility 

Soluble in hexane and chloroform. Slightly soluble in water.

λmax

567nm, 609nm

Merck 

14,251

BRN 

1914037

Stability:

Stable. Incompatible with strong oxidizing agents, strong bases.

Biological Applications

Detecting microorganisms; treating dermatological conditions

Major Application

Plasma displays, Antireflective coatings, chemical-mechanical polishing, photoreceptors, glass coatings, paints, anticorrosion coatings, thermoplastics, wood coloring, textiles, pH sensor device, detergent, hair dyes, darkening skin, cosmetics, parasiticide, antifungal agent

InChIKey

RGCKGOZRHPZPFP-UHFFFAOYSA-N

CAS DataBase Reference

72-48-0(CAS DataBase Reference)

NIST Chemistry Reference

Alizarin(72-48-0)

EPA Substance Registry System

Alizarin (72-48-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/38-36/37/38

Safety Statements 

26-36-24/25-22

WGK Germany 

3

RTECS 

YO8300000

TSCA 

Yes

HS Code 

29146990

MSDS

• Language:English Provider:1,2-Dihydroxy-9,10-anthracenedione
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Alizarin Usage And Synthesis

Chemical Properties

orange-red crystals or powder

History

In ancient times, alizarin was the preferred red dye. Cloth dyed with it has been found in Egyptian tombs dating 6000 years ago. The dye is found in the madder plant, a member of the Rubiaceae family. In 1944 about 35 species of this plant were known, but the use of more sophisticated analytical methods led to the detection of many more species; by 1984 the number had increased to 50. Alizarin is a mordant dye forming various colored coordination complexes with different metallic salts.

Uses

antimutagen

Uses

Alizarin is used widely as a prominent red dye for textile facbrics. Alizarin red is now used in biochemical assay to determine quantitatively by colorimetry, the presence of calcific deposition by ce lls of the osteogenic lineage. Alzarine derivatives was evaluated as new inhibitors of the HIV-1 reverse transcriptase associated DNA polymerase and RNase H. Alizarin was also shown to inhibit prolife ration, tumor growth and suppress tumorigenesis in human osteosarcoma and breast cancer cell representative for bone metastasis.

Definition

ChEBI: A dihydroxyanthraquinone that is anthracene-9,10-dione in which the two hydroxy groups are located at positions 1 and 2.

Definition

An important orange-red organic compound used in the dyestuffs industry to produce red lakes. It occurs naturally in the root of the plant madder and may also be synthesized from anthraquinone.

Definition

alizarin: An orange-red compound,C₁₄H₈O₄. The compound is a derivativeof anthraquinone, with hydroxylgroups substituted at the 1and 2 positions. It is an importantdyestuff producing red or violetlakes with metal hydroxide.Alizarin occurs naturally as the glucosidein madder. It can be synthesizedby heating anthraquinone withsodium hydroxide.

Purification Methods

Alizarin crystallises from glacial acetic acid or 95% EtOH. It can also be sublimed at 110o/2mm. It is an indicator with max at 452nm (pH 5.8) and 520nm (pH 7.2). [Beilstein 8 IV 3256.]

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