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Alizarin

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Identification
Molecular formula
C14H8O4
CAS number
72-48-0
IUPAC name
1,2,5,8-tetrahydroxyanthracene-9,10-dione
State
State

Alizarin is typically found in a solid state at room temperature, commonly retained in crystalline form.

Melting point (Celsius)
290.00
Melting point (Kelvin)
563.15
Boiling point (Celsius)
475.00
Boiling point (Kelvin)
748.15
General information
Molecular weight
240.21g/mol
Molar mass
240.2060g/mol
Density
1.5044g/cm3
Appearence

The compound presents as orange-red crystals or a powder. It has historically been used as a prominent red dye and is known for its vibrantly colored appearance.

Comment on solubility

Solubility of 1,2,5,8-tetrahydroxyanthracene-9,10-dione (C14H8O4)

1,2,5,8-tetrahydroxyanthracene-9,10-dione, an aromatic compound with multiple hydroxyl groups, exhibits fascinating solubility characteristics. Understanding its solubility can be crucial for applications in various fields such as chemistry, biology, and material science.

Factors Influencing Solubility:

  • Polarity: The presence of hydroxyl (-OH) groups enhances the polarity of the molecule, making it more soluble in polar solvents such as water and alcohols.
  • Hydrogen Bonding: The ability of the hydroxyl groups to form hydrogen bonds significantly increases its solubility in polar environments.
  • Temperature: Increased temperature often leads to enhanced solubility, allowing greater dissolution in common solvents.

However, it is essential to note that while the compound is expected to dissolve readily in polar solvents, its solubility may be limited in non-polar solvents due to the hydrophobic nature of the aromatic core.

In summary, 1,2,5,8-tetrahydroxyanthracene-9,10-dione stands as an intriguing example of how molecular structure influences solubility. Its capacity to dissolve effectively in polar environments while showing challenges in non-polar systems presents an interesting dynamic worthy of further exploration.

Interesting facts

Interesting Facts about 1,2,5,8-Tetrahydroxyanthracene-9,10-dione

1,2,5,8-tetrahydroxyanthracene-9,10-dione, commonly referred to in scientific circles as *THA*, is a fascinating organic compound that has drawn attention in various fields of research due to its unique structural and chemical properties.

Key Features

  • Chemical Structure: The compound is characterized by its anthracene backbone, which is modified with hydroxyl (-OH) groups and dione functionalities. This modifies its reactivity and interaction with light.
  • Potential Applications: Its unique properties make THA a candidate for applications in fields such as organic electronics, photovoltaics, and even bioimaging due to its light-absorbing capabilities.
  • Natural Comparison: It shares structural similarities with several naturally occurring pigments, which may contribute to its biological activity.

Research Insights

Studies have shown that compounds like THA can exhibit electronic properties that are valuable in the development of new materials. As noted by researchers, "*the electron affinity of tetrahydroxyanthracene derivatives is significant, leading to promising conductive properties.*"

Synthesis and Derivatives

The synthesis of 1,2,5,8-tetrahydroxyanthracene-9,10-dione can involve multiple steps, typically entailing the hydroxylation of anthraquinone derivatives. This process is crucial as it allows for the exploration of various derivatives that can enhance its properties:

  • Each hydroxyl group can alter the compound's polarity, potentially improving solubility in various solvents.
  • Derivatives of THA can be explored to optimize photoactive properties for applications in LED technology.

In conclusion, 1,2,5,8-tetrahydroxyanthracene-9,10-dione is not only significant in academic research but also holds promise for practical applications in technology and materials science. Its intriguing properties warrant further investigation, making it a worthy subject of study in the realm of organic chemistry.

Synonyms
quinalizarin
81-61-8
1,2,5,8-Tetrahydroxyanthraquinone
Alizarinbordeaux
1,2,5,8-tetrahydroxyanthracene-9,10-dione
Alizarine Bordeaux B
Khinalizarin
Quinalizarine
Alizarine Bordeaux
1,4,5,6-Tetrahydroxyanthraquinone
C.I. Mordant Violet 26
Alizarin Bordeaux BD
1,2,5,8-Tetrahydroxy-9,10-anthraquinone
C.I. 58500
1,2,5,8-Tetrahydroxy-9,10-anthracenedione
9,10-Anthracenedione, 1,2,5,8-tetrahydroxy-
NSC 4896
1,2,5,8-Tetrahydroxy anthraquinone
CCRIS 5598
NSC 144046
Anthraquinone, 1,2,5,8-tetrahydroxy-
1,2,5,8-Tetrahydroxyanthracinon
UNII-6D43C3LYSG
EINECS 201-366-6
BRN 1889617
QUINAZARIN
CHEBI:37495
NSC4896
PHF 016
1,2,5,8-Tetrahydroxyanthra-9,10-quinone
NSC-4896
1,2,5,8-Tetrahydroxy-Anthraquinone
QUINALIZARIN [MI]
NSC-144046
6D43C3LYSG
CHEMBL29898
DTXSID4052558
4-08-00-03683 (Beilstein Handbook Reference)
1, 2, 5, 8-Tetrahydroxyanthraquinone
1,2,5,8-tetrahydroxy-9,10-dihydroanthracene-9,10-dione
1,5,8-Tetrahydroxyanthracinon
9, 1,2,5,8-tetrahydroxy-
1,5,8-Tetrahydroxyanthraquinone
Anthraquinone,2,5,8-tetrahydroxy-
1,5,8-Tetrahydroxy-9,10-anthraquinone
Alizarinbordeux
Chinalizarin
Quinalizarin, E
TXQ
Mordant Violet 26
MFCD00001205
Spectrum_000952
3fl5
Spectrum2_001362
Spectrum3_000778
Spectrum4_000998
Spectrum5_000846
BSPBio_002456
KBioGR_001435
KBioSS_001432
DivK1c_000144
SCHEMBL138122
SPECTRUM1500759
SPBio_001284
1,2,5,8Tetrahydroxyanthracinon
DTXCID5031131
HMS500H06
KBio1_000144
KBio2_001432
KBio2_004000
KBio2_006568
KBio3_001676
Quinalizarin, >=95% (HPLC)
1,2,5,8Tetrahydroxyanthraquinone
1,4,5,6Tetrahydroxyanthraquinone
NINDS_000144
HMS1923K15
1,2,5,8Tetrahydroxy anthraquinone
Anthraquinone, 1,2,5,8tetrahydroxy
BBL012309
BDBM50041419
CCG-38979
NSC144046
STK803167
AKOS004901435
DB08660
1,2,5,8Tetrahydroxy9,10anthraquinone
IDI1_000144
NCGC00095268-01
NCGC00095268-02
NCGC00095268-03
1,2,5,8Tetrahydroxy9,10anthracenedione
NCI60_004175
VS-03274
1,5,8,10-tetrahydroxy-2,9-anthraquinone
2,5,8,9-tetrahydroxy-1,10-anthraquinone
2,8,9,10-tetrahydroxy-1,5-anthraquinone
4,5,6,9-tetrahydroxy-1,10-anthraquinone
4,7,8,9-tetrahydroxy-1,10-anthraquinone
4,8,9,10-tetrahydroxy-1,7-anthraquinone
5,6,9,10-tetrahydroxy-1,4-anthraquinone
5,8,9,10-tetrahydroxy-1,2-anthraquinone
9,10Anthracenedione, 1,2,5,8tetrahydroxy
HY-124833
NS00021368
1,2,5,8-Tetrahydroxyanthra-9,10-quinone #
SR-01000196297
Q1073575
SR-01000196297-1