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Oxolinic acid

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Identification
Molecular formula
C9H6N2O4
CAS number
14698-29-4
IUPAC name
8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid
State
State
At room temperature, oxolinic acid is in a solid state, often handled as a crystalline powder.
Melting point (Celsius)
231.00
Melting point (Kelvin)
504.15
Boiling point (Celsius)
317.00
Boiling point (Kelvin)
590.15
General information
Molecular weight
261.15g/mol
Molar mass
261.2190g/mol
Density
1.5600g/cm3
Appearence

Oxolinic acid appears as a solid crystalline substance. The crystals are typically white to off-white in color.

Comment on solubility

Solubility of 8-Hydroxy-4-oxo-1H-quinoline-2-carboxylic Acid

The solubility of 8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid (C9H6N2O4) can be described as moderately soluble in various solvents. Below are some key aspects that influence its solubility:

  • Polar Solvents: This compound tends to show improved solubility in polar solvents such as water and ethanol, thanks to the presence of carboxylic acid and hydroxyl functional groups. These groups can engage in hydrogen bonding, aiding dissolution.
  • Non-Polar Solvents: In contrast, 8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid exhibits limited solubility in non-polar solvents due to its relatively polar character.
  • pH Dependence: The solubility can also be affected by pH. In alkaline conditions, the carboxylic acid group may deprotonate, increasing its overall solubility in aqueous solutions.
  • Common Applications: Understanding its solubility is crucial for applications in pharmaceuticals and organic synthesis, where the compound's ability to dissolve affects its bioavailability and reaction kinetics.

Overall, while there are certain factors that can enhance or restrict the solubility of this compound, its chemical nature allows it to be soluble in a variety of environments, making it a versatile compound in chemical applications.

Interesting facts

Interesting Facts About 8-Hydroxy-4-oxo-1H-quinoline-2-carboxylic Acid

8-Hydroxy-4-oxo-1H-quinoline-2-carboxylic acid, also known as oxine, is a fascinating compound with a variety of uses and properties. This heterocyclic organic compound plays a significant role in various fields of science, particularly in biochemistry and medicinal chemistry.

Key Characteristics and Applications

  • Ligand Properties: Oxine is known for its ability to form stable complexes with metal ions. This property makes it valuable in analytical chemistry, especially in metal ion detection and extraction.
  • Biological Significance: The compound exhibits some biological activity, functioning as an antibacterial and antifungal agent. This aspect opens avenues for potential drug development.
  • Fluorescent Properties: Oxine's ability to fluoresce under certain conditions is being explored in biological imaging and photonic applications. This can enhance the visualization of cellular structures.
  • Synthesis Relevance: It is often synthesized through various methods in organic chemistry labs, providing students and researchers the opportunity to engage in synthetic organic practices.

Did You Know?

  • This compound is a member of the quinoline family, which is renowned for its presence in many natural products and its structural utility in synthetic pathways.
  • Oxine’s structural similarity to other quinoline derivatives allows for comparative studies in reactivity and biological properties.
  • It has been used in the past as a chelating agent in the synthesis of various metal-organic frameworks.

Overall, 8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid represents a valuable intersection of organic chemistry and applied science, underscoring the importance of understanding chemical compounds beyond their basic structure.

Synonyms
xanthurenic acid
59-00-7
4,8-Dihydroxyquinoline-2-carboxylic acid
Xanthuric acid
8-Hydroxykynurenic acid
4,8-Dihydroxyquinaldic acid
Xanthurenate
4,8-Dihydroxyquinaldinic acid
2-Quinolinecarboxylic acid, 4,8-dihydroxy-
8-hydroxy-4-oxo-1H-quinoline-2-carboxylic acid
CCRIS 4429
NSC 401570
EINECS 200-410-1
58LAB1BG8J
BRN 0185954
QUINALDIC ACID, 4,8-DIHYDROXY-
4,8-Dihydroxy-2-quinolinecarboxylic acid
CHEBI:10072
NSC401570
NSC-401570
XANTHURENIC ACID [MI]
CHEMBL312535
DTXSID90207728
4,8-Dihydroxyquinoline-2-carboxylate
gametocyte activating factor (GAF)
UNII-58LAB1BG8J
Oxoxanthurenate
Xanthurate
8-Hydroxykynurenate
MFCD00006754
4-oxoxanthurenic acid
8-hydroxy-4-oxo-1,4-dihydroquinoline-2-carboxylic acid
Spectrum_000253
4,8-Dihydroxyquinaldate
Xanthurenic acid, 96%
Spectrum2_000158
Spectrum3_000143
Spectrum4_000117
Spectrum5_001562
4,8-dihydroxy-Quinaldate
4,8-Dihydroxyquinaldinate
Xanthurenic acid (Standard)
Quinaldic acid,8-dihydroxy-
Oprea1_107134
BSPBio_001846
KBioGR_000474
KBioSS_000733
4,8-dihydroxy-Quinaldic acid
BIDD:GT0640
DivK1c_000262
SCHEMBL379760
SPECTRUM1500754
SPBio_000296
HMS500N04
KBio1_000262
KBio2_000733
KBio2_003301
KBio2_005869
KBio3_001046
DTXCID40130219
NINDS_000262
HMS1921G08
HMS3885N22
WLN: T66 BNJ CVQ EQ JQ
HY-W014666R
4,8-dihydroxyquinoline-2-carboxylic
BDBM50113313
CCG-38363
HB0659
s4774
4,8-Dihydroxy-2-quinolinecarboxylate
AKOS003237896
AKOS015894330
4,8-dihydroxyquinolinium-2-carboxylate
CS-W015382
FX28736
HY-W014666
SB72014
SDCCGMLS-0066616.P001
2-Quinolinecarboxylic acid,8-dihydroxy-
IDI1_000262
NCGC00094846-01
NCGC00094846-02
NCGC00094846-03
NCGC00094846-04
NCGC00094846-05
AS-56782
BP-10912
DB-053303
NS00014990
X0054
Quinoline-2-carboxylic acid, 4,8-dihydroxy-
C02470
4,8-Dihydroxy-quinoline-2-carboxylic acid anion
2-Quinolinecarboxylic acid, 4,8-dihydroxy-(9CI)
SR-05000002445
CU-01000012491-3
Q5961262
SR-05000002445-1
BRD-K07327532-001-03-6
4,8-Dihydroxy-quinoline-2-carboxylic acid(Xanthurenate)
B5FF212D-76CB-4875-8A36-C67D8E69489C
Xanthurenate; 8-Hydroxykynurenic acid; 4,8-Dihydroxyquinaldic acid
4,8-Dihydroxy-2-quinolinecarboxylic acid;4,8-Dihydroxyquinaldic acid;8-Hydroxykynurenic acid
200-410-1
4KL
67283-71-0