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1-Nitro-9,10-anthraquinone-2-carboxylic acid

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Identification
Molecular formula
C15H7NO6
CAS number
132-83-2
IUPAC name
1-nitro-9,10-dioxo-anthracene-2-carboxylic acid
State
State

At room temperature, it exists as a solid. Its crystalline form indicates stability under standard conditions, and it will not readily vaporize or dissolve in water without undergoing further chemical processes.

Melting point (Celsius)
275.00
Melting point (Kelvin)
548.00
Boiling point (Celsius)
750.00
Boiling point (Kelvin)
1 023.00
General information
Molecular weight
299.22g/mol
Molar mass
299.2190g/mol
Density
1.4900g/cm3
Appearence

1-Nitro-9,10-anthraquinone-2-carboxylic acid is typically a yellow, crystalline solid. Its granular appearance can range from fine powder to larger crystals, depending on how it is processed and stored.

Comment on solubility

Solubility of 1-nitro-9,10-dioxo-anthracene-2-carboxylic acid

1-nitro-9,10-dioxo-anthracene-2-carboxylic acid, often recognized for its unique structure, exhibits interesting solubility characteristics. Here are some key points regarding its solubility:

  • Polar Nature: The carboxylic acid functional group contributes to a certain level of polarity, which can enhance solubility in polar solvents.
  • Limited Aqueous Solubility: Generally, compounds with such complex aromatic structures may have limited solubility in water. However, they can dissolve better in organic solvents.
  • Solvent Compatibility: This compound tends to be more soluble in solvents like dimethyl sulfoxide (DMSO) or acetone, which can stabilize its structure and facilitate dissolution.
  • Formation of Salts: The carboxylic acid can readily form salts when reacted with bases, significantly enhancing its solubility in aqueous solutions.

In conclusion, while 1-nitro-9,10-dioxo-anthracene-2-carboxylic acid may not be highly soluble in water, its solubility can be markedly improved in appropriate organic solvents, making it a versatile compound for various applications.

Interesting facts

Interesting Facts about 1-Nitro-9,10-Dioxo-Anthracene-2-Carboxylic Acid

1-Nitro-9,10-dioxo-anthracene-2-carboxylic acid is a fascinating compound that holds significance in various fields of chemistry, particularly in organic synthesis and materials science. Here are some intriguing aspects of this compound:

  • Role in Organic Chemistry: This compound is often used as a building block in synthetic organic chemistry due to its versatile functional groups. These functionalities allow for a wide range of derivatization reactions, making it invaluable in creating more complex structures.
  • Fluorescent Properties: Compounds in the anthracene family, such as this one, exhibit remarkable fluorescence. This property makes them useful in applications such as organic light-emitting diodes (OLEDs) and fluorescent probes for biological imaging.
  • Photoactive Material: The presence of the nitro group enhances the photoactivity of the compound. As a result, it can be employed in photochemical reactions and photodynamic therapy, which is a method used to treat certain types of cancer.
  • Environmental Implications: Studies have investigated the environmental impact of anthracene derivatives, as they can serve as models for understanding the fate of polycyclic aromatic hydrocarbons (PAHs) in nature, especially with respect to their potential toxicity and degradation.
  • In Chemical Research: Research into 1-nitro-9,10-dioxo-anthracene-2-carboxylic acid often focuses on its unique reactivity patterns, particularly in relation to electrophilic aromatic substitution and Michael addition reactions.

In summary, 1-nitro-9,10-dioxo-anthracene-2-carboxylic acid is more than just a chemical compound; it is a versatile molecule that bridges several areas of scientific inquiry, emphasizing the interconnectedness of chemical research and technological advancement.

Synonyms
1-nitroanthraquinone-2-carboxylic acid
RefChem:548760
1-NA-2-CA
128-67-6
1-Nitro-2-carboxyanthraquinone
1-nitro-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
1-nitro-9,10-dioxoanthracene-2-carboxylic acid
2-Anthracenecarboxylic acid, 9,10-dihydro-1-nitro-9,10-dioxo-
1-Nitro-9,10-dioxo-9,10-dihydro-anthracene-2-carboxylic acid
1-Nitro-2-anthraquinonecarboxylic acid
2-Anthraquinonecarboxylic acid, 1-nitro-
kyselina1-nitroanthrachinon-2-karboxylova
NSC-82322
EINECS 204-904-8
NSC 82322
Kyselina 1-nitroanthrachinon-2-karboxylova [Czech]
BRN 2948868
9,10-Anthraquinone-2-carboxylic acid, 1-nitro-
9,10-Dihydro-1-nitro-9,10-dioxo-2-anthroic acid
Kyselina 1-nitroanthrachinon-2-karboxylova
2-ANTHROIC ACID, 9,10-DIHYDRO-1-NITRO-9,10-DIOXO-
9,10-Dihydro-1-nitro-9,10-dioxoanthracene-2-carboxylic acid
4ZK8YZS8TL
3-10-00-03650 (Beilstein Handbook Reference)
9,10-dioxo-2-anthroic acid
SCHEMBL9192176
DTXSID20155768
NSC82322
CCG-53664
MFCD00019141
AKOS000114503
WLN: L C666 BV IVJ DNW EVQ
1-nitro-anthraquinone-2-carboxylic acid
Kyselina 1-nitroanthrachinon-2-karbonova
SY131172
CS-0218067
EU-0067011
NS00024056
ST50217138
EN300-00007
G33558
1-nitro-9,10-dioxo-anthracene-2-carboxylic acid
2-Anthroic acid,10-dihydro-1-nitro-9,10-dioxo-
F641260
SR-01000642814-1
Z56785678
F1269-1251
2-Anthracenecarboxylic acid,10-dihydro-1-nitro-9,10-dioxo-
9,10-Dihydro-1-nitro-9,10-dioxo-2-anthracenecarboxylic acid