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Coumarin-3-carboxylic acid

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Identification
Molecular formula
C10H6O4
CAS number
531-81-7
IUPAC name
2-oxochromene-3-carboxylic acid
State
State

At room temperature, coumarin-3-carboxylic acid is a solid.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
340.00
Boiling point (Kelvin)
613.15
General information
Molecular weight
190.15g/mol
Molar mass
190.1530g/mol
Density
1.5107g/cm3
Appearence

Coumarin-3-carboxylic acid typically appears as a white to pale yellow crystalline powder.

Comment on solubility

Solubility of 2-oxochromene-3-carboxylic acid

The solubility of 2-oxochromene-3-carboxylic acid, known for its unique structural characteristics, can be influenced by various factors. Here are some important points regarding its solubility:

  • Polarity: The presence of the carboxylic acid group typically increases the compound's polarity, enhancing its ability to dissolve in polar solvents like water.
  • Hydrogen Bonding: This compound can form hydrogen bonds with water molecules, further contributing to its solubility.
  • Solvent Variability: In less polar solvents, 2-oxochromene-3-carboxylic acid may exhibit lower solubility compared to more polar mediums.
  • Temperature Dependence: Solubility can be affected by temperature, generally increasing with rising temperatures.

In summary, 2-oxochromene-3-carboxylic acid demonstrates a notable capacity for solubility in polar solvents primarily due to its polar functional groups and the ability to form hydrogen bonds. As noted, its solubility characteristics may vary depending on environmental conditions like temperature and the nature of the solvent. Understanding these factors is vital for effective application in chemical processes.

Interesting facts

Interesting Facts about 2-oxochromene-3-carboxylic acid

2-oxochromene-3-carboxylic acid is a compelling compound that showcases the diversity and functionality of organic chemistry, particularly in the realm of aromatic compounds. This compound belongs to the class of chromene derivatives, which are known for their unique structural features and biological activities.

Structural Importance

  • Chromone Framework: The presence of the chromone ring imparts a significant degree of reactivity and versatility, allowing for a range of chemical modifications.
  • Functional Group Diversity: The carboxylic acid functional group enhances the compound's polarity and solubility in polar solvents, facilitating various chemical reactions.

Biological Significance

This compound's biological activity is a subject of growing interest in medicinal chemistry. Some notable aspects include:

  • Antioxidant Properties: Many chromene derivatives exhibit antioxidant activity, which is beneficial for combatting oxidative stress in cells.
  • Antitumor Activity: Certain studies have indicated that compounds similar to 2-oxochromene-3-carboxylic acid may possess potential for cancer treatment.

Applications in Research

In the laboratory, 2-oxochromene-3-carboxylic acid plays a role in various research applications, such as:

  • Synthesis of New Compounds: It serves as a building block for synthesizing a variety of chemically interesting and biologically active derivatives.
  • Analytical Studies: Its distinctive spectral properties make it a valuable target in spectroscopy and analytical chemistry to study reaction mechanisms.

Fun Fact

Chromenes, in general, are often cited in literature for their *aesthetic properties*, appearing in natural pigments and playing roles in the coloration of plants and flowers. The vibrant colors associated with chromenes are a result of their conjugated double bond systems.

In summary, 2-oxochromene-3-carboxylic acid is not just another chemical compound; it embodies the intersection of chemistry and biology, offering numerous avenues for exploration and discovery.

Synonyms
Coumarin-3-carboxylic acid
2-Oxo-2H-chromene-3-carboxylic acid
3-Carboxycoumarin
G 1 (rodenticide)
2-Oxo-2H-1-benzopyran-3-carboxylic acid
2-Oxobenzopyran-3-carboxylic acid
2H-1-BENZOPYRAN-3-CARBOXYLIC ACID, 2-OXO-
G 1 (The rodenticide) (VAN)
EINECS 208-518-0
NSC 14797
NSC 53239
UNII-V85UOV8788
BRN 0154276
AI3-36066
Malonic acid, salicylidene-, delta-lactone
V85UOV8788
G 1 (The rodenticide)
3-CARBOXYLCOUMARIN
NSC-14797
NSC-53239
DTXSID70201183
5-18-08-00323 (Beilstein Handbook Reference)
COUMARIN-3-CARBOXYLIC ACID [MI]
Malonic acid, salicylidene-, .delta.-lactone
Benzopyran-3-carboxylic acid, 2H-1-, 2-oxo
2H-1-BENZOPYRAN-2-ONE-3-CARBOXYLIC ACID
1,2-BENZOPYRAN-3-CARBOXYLIC ACID, 2-KETO-
coumarin-3-carboxylate
DTXCID70123674
acmlkanogivepb-uhfffaoysa-n
531-81-7
2-Oxochromene-3-carboxylic acid
MFCD00006852
CHEMBL83294
NSC53239
WLN: T66 BOVJ DVQ
Malonic acid, .delta.-lactone
G 1 (VAN)
3-carboxy-coumarin
3-carboxy coumarine
Oprea1_710975
SCHEMBL93571
CBDivE_014214
MLS000100456
IFLab1_000764
CHEBI:192605
Coumarin-3-carboxylic acid, 99%
HMS1414C16
HMS2250I22
NSC14797
NSC44926
STR04665
2-Oxo-2H-chromene-3-carboxylicacid
BBL005487
BDBM50131066
CCG-42658
MSK164479
NSC-44926
s9361
STK298836
AKOS000104806
HY-W027968
2-Oxo-2H-chromene-3-carboxylic acid #
BP-11788
NCI60_001013
NCI60_004309
SMR000015715
1ST164479
DB-052267
C3129
CS-0071992
NS00032672
EN300-16938
AE-641/00583032
AJ-333/09216062
SR-01000389273
SR-01000389273-1
SR-01000389273-3
Q27291656
Z56824632
F0266-1412