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Alizarin Indigo

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Identification
Molecular formula
C14H10N2O4
CAS number
81-77-6
IUPAC name
1,8-diamino-4,5-dihydroxy-anthracene-9,10-dione
State
State

At room temperature, the compound exists in a solid state.

Melting point (Celsius)
247.00
Melting point (Kelvin)
520.00
Boiling point (Celsius)
580.00
Boiling point (Kelvin)
853.00
General information
Molecular weight
268.24g/mol
Molar mass
268.2410g/mol
Density
1.7335g/cm3
Appearence

The compound appears as a solid with an indigo or dark blue crystalline powder form. It exhibits high intensity and vibrancy in its color, making it useful as a dye.

Comment on solubility

Solubility of 1,8-Diamino-4,5-dihydroxy-anthracene-9,10-dione

The solubility of 1,8-diamino-4,5-dihydroxy-anthracene-9,10-dione is characterized by several intriguing factors:

  • Polar Characteristics: This compound contains multiple hydroxyl (–OH) groups and amino (–NH2) groups, which enhance its polarity.
  • Water Solubility: Due to the presence of these polar groups, the compound exhibits a degree of solubility in polar solvents, particularly water.
  • Organic Solvents: Additionally, it may also dissolve in organic solvents, especially those with polar features, like dimethyl sulfoxide (DMSO) or methanol.
  • pH Dependency: The solubility can vary greatly depending on the pH of the solution, as protonation and deprotonation of the amino groups can alter solubility.
  • Solubility Limit: While it may be soluble in these solvents, the maximum concentration achievable in solution can still be limited, making it important to consider solvent composition.

In conclusion, understanding the solubility behavior of 1,8-diamino-4,5-dihydroxy-anthracene-9,10-dione requires consideration of its molecular structure and the impacting factors listed above. As with many organic compounds, the combination of functional groups plays a critical role in determining how readily the compound dissolves in various solvents.

Interesting facts

Interesting Facts about 1,8-Diamino-4,5-dihydroxy-anthracene-9,10-dione

1,8-Diamino-4,5-dihydroxy-anthracene-9,10-dione, commonly known as DAA, is a fascinating organic compound that stands out due to its unique chemical architecture and applications. Here are some intriguing points:

  • Quinonoid Structure: This compound features a quinonoid structure, which contributes to its vibrant color and potential as a dye.
  • Biological Activity: DAA has been studied for its biological properties, especially its activity against certain types of cancer cells, demonstrating the intersection of chemistry and medicinal applications.
  • Electron Accepting Properties: The compound can act as an electron acceptor, making it noteworthy in the field of organic electronics and solar cells, where it can enhance photovoltaic efficiency.
  • Versatile Applications: Not only does DAA have potential uses in dye manufacturing, but it also shows promise in the synthesis of conducting polymers, which are crucial for advancing modern technology.
  • Synthesis Pathways: The synthesis of this compound involves multi-step reactions, allowing chemists to explore various reaction conditions, which adds to its educational value in organic chemistry.

In the words of renowned chemist Marie Curie, "Nothing in life is to be feared, it is only to be understood." DAA is a reminder that within complex molecules, there lies potential for significant scientific advancements. Its unique properties and potential benefits make it a compound of great interest in both academic research and industry applications.

As we further explore compounds like DAA, we continue to unlock new doors in the realms of organic chemistry and material science, contributing to innovations that can change the world.

Synonyms
128-94-9
1,8-Diamino-4,5-dihydroxyanthraquinone
1,8-Diaminochrysazine
9,10-Anthracenedione, 1,8-diamino-4,5-dihydroxy-
EINECS 204-921-0
NSC 60014
BRN 2154525
1,8-Diamino-4,5-dihydroxy-9,10-anthracenedione
1,8-Dihydroxy-4,5-diaminoanthraquinone
4,5-Diamino-1,8-dihydroxyanthraquinone
1,8-Diamino-4,5-dihydroxyanthrachinon [Czech]
1,8-Dihydroxy-4,5-diaminoanthrachinon [Czech]
1,8-Diamino-4,5-dihydroxy-9,10-anthraquinone
1,8-Diamino-4,5-dihydroxyanthrachinon
1,8-Dihydroxy-4,5-diaminoanthrachinon
DTXSID9059591
3-14-00-00686 (Beilstein Handbook Reference)
ANTHRAQUINONE, 1,8-DIAMINO-4,5-DIHYDROXY-
4,5Diaminochrysazin
1,8Diaminochrysazine
RefChem:73732
DTXCID5033915
1,8Diamino4,5dihydroxyanthrachinon
1,8Dihydroxy4,5diaminoanthrachinon
1,8Dihydroxy4,5diaminoanthraquinone
4,5Diamino1,8dihydroxyanthraquinone
Anthraquinone, 1,8diamino4,5dihydroxy
1,8Diamino4,5dihydroxy9,10anthraquinone
1,8Diamino4,5dihydroxy9,10anthracenedione
9,10Anthracenedione, 1,8diamino4,5dihydroxy
204-921-0
1,8-diamino-4,5-dihydroxyanthracene-9,10-dione
4,5-Diaminochrysazin
MFCD00053072
NSC-60014
1,8-diamino-4,5-dihydroxy-9,10-dihydroanthracene-9,10-dione
Maybridge1_002292
Mitoxantrone Impurity 11
CBMicro_015279
4,8-dihydroxyanthraquinone
1,8-diamino-4,5-dihydroxy-anthracene-9,10-dione
CHEMBL89413
DivK1c_001044
SCHEMBL498572
orb2567294
WL7YZ59W94
HMS548A04
SJHHHHHQWQOCDQ-UHFFFAOYSA-N
HY-D0299
NSC60014
9, 1,8-diamino-4,5-dihydroxy-
CCG-54207
AKOS015894982
Anthraquinone,8-diamino-4,5-dihydroxy-
CDS1_000004
BS-42115
NCI60_004471
BIM-0015276.P001
WLN: L C666 BV IVJ SZ GQ KQ NZ
CS-0010211
NS00020144
ST51038563
1,8-Diamino-4,5-dihydroxyanthraquinone, tech.
H51168
4,5-diamino-1,8-dihydroxyanthracene-9,10-dione
SR-01000643319-1
252189-08-5