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Quinizarin

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Identification
Molecular formula
C14H8O4
CAS number
81-64-1
IUPAC name
2,6-dihydroxyanthracene-9,10-dione
State
State

At room temperature, Quinizarin is a solid. It is typically handled as a powder or crystalline solid.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.15
Boiling point (Celsius)
525.00
Boiling point (Kelvin)
798.15
General information
Molecular weight
240.21g/mol
Molar mass
240.2080g/mol
Density
1.4760g/cm3
Appearence

Quinizarin appears as an orange to red crystalline solid. It is typically available as a fine powder that can have varying shades depending on the particle size and purity.

Comment on solubility

Solubility of 2,6-dihydroxyanthracene-9,10-dione

2,6-dihydroxyanthracene-9,10-dione, also known as "alizarin", exhibits interesting solubility characteristics that make it noteworthy in various applications. Here are some key points regarding its solubility:

  • Solubility in Water: This compound is generally insoluble in water due to its large, non-polar aromatic structure, which hinders its interactions with polar water molecules.
  • Solubility in Organic Solvents: However, it shows good solubility in several organic solvents such as:
    • Dimethyl sulfoxide (DMSO)
    • Dimethylformamide (DMF)
    • Ethanol
  • Precipitation: When dissolved in organic solvents, it can precipitate upon addition of water, highlighting its phase behavior.
  • Temperature Dependence: Solubility tends to increase with temperature, which is an important consideration for practical applications.
  • pH Sensitivity: The solubility may also be affected by the pH of the solution, as changes can modify the ionization state of hydroxyl groups.

In summary, the solubility of 2,6-dihydroxyanthracene-9,10-dione is markedly affected by the solvent chosen and environmental conditions, making it a fascinating compound for both scientific research and industrial applications.

Interesting facts

Interesting Facts about 2,6-Dihydroxyanthracene-9,10-dione

2,6-Dihydroxyanthracene-9,10-dione, also known as *alizarin*, is a fascinating aromatic compound with a rich history and diverse applications. Here are some engaging insights about this intriguing chemical:

  • Historical Significance: Originally derived from the madder plant, *alizarin* played a crucial role in the textile industry as a dye. Its ability to produce vibrant reds and purples made it a favored pigment for centuries.
  • Biological Activity: *Alizarin* exhibits interesting biological properties. It has been studied for its potential as an anticancer agent, showcasing the intersection of chemistry and medicinal research.
  • Fluorescent Properties: This compound is known for its ability to fluoresce under ultraviolet light, making it useful in various applications, including histology and biomarker studies.
  • Environmental Indicator: The presence of *alizarin* in natural water bodies can indicate pollution levels and the health of ecosystems, contributing to environmental scientific studies.

The molecular structure of *2,6-dihydroxyanthracene-9,10-dione* features two hydroxyl (-OH) groups that contribute to its unique properties. This structural aspect is not only vital for its dyeing capabilities but also plays a role in its reactivity in organic synthesis.

In the words of renowned chemist, "The study of compounds like *alizarin* is where art meets science," showcasing the profound impact of chemistry on aesthetics and practicality. Whether in art, medicine, or environmental science, *alizarin* continues to be a remarkable example of how a simple compound can have multifaceted applications.

Synonyms
2,6-Dihydroxyanthraquinone
Anthraflavic acid
84-60-6
2,6-dihydroxyanthracene-9,10-dione
Anthraflavin
9,10-Anthracenedione, 2,6-dihydroxy-
2,6-Dihydroxyanthra-9,10-quinone
NSC-33531
Az-F
2,6-dihydroxy-9,10-anthraquinone
2,6-DIHYDROXY-ANTHRAQUINONE
2,6-dihydroxy-9,10-anthracenedione
Anthraquinone, 2,6-dihydroxy-
MFCD00001228
Anthraflavine
CCRIS 5593
CHEBI:34250
EINECS 201-544-3
BRN 2054127
CHEMBL298398
W83883330W
4-08-00-03272 (Beilstein Handbook Reference)
2,6-dihydroxy-9,10-dihydroanthracene-9,10-dione
DIHYDROXYANTHRAQUINONE, 2,6-
Anthraflavic acid;2,6-Dihydroxyanthracene-9,10-dione
Anthrafravic acid
UNII-W83883330W
ANTHRAFLAVICACID
9, 2,6-dihydroxy-
2,6dihydroxyanthraquinone
2,6-Dihdroxyanthraquinone
Anthraquinone,6-dihydroxy-
Epitope ID:116189
2,6-dihydroxy anthraquinone
SCHEMBL124974
2,6-DHAQ
MEGxp0_001868
DTXSID6036546
ACon0_001479
ACon1_000002
6,10-dihydroxy-2,9-anthraquinone
9,10-dihydroxy-2,6-anthraquinone
NSC33531
BDBM50101979
s5169
STL556593
2,6-dihydroxyanthracene-9.10-dione
AKOS001581115
2,6-Dihydroxyanthra-9,10-quinone #
9,10-Anthraquinone, 2,6-dihydroxy-
CCG-266870
CS-W006230
FD40589
HY-W006230
Anthraflavic acid, technical grade, 90%
NCGC00168884-01
AS-14436
DA-69671
NCI60_002937
SY049293
A1894
EU-0066601
NS00014394
L10013
BRD-K65281664-001-01-8
Q27115942
201-544-3