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Coumarin

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Identification
Molecular formula
C9H6O2
CAS number
91-64-5
IUPAC name
3-hydroxychromen-2-one
State
State

At room temperature, coumarin is a crystalline solid. It remains stable under normal conditions but should be stored away from strong oxidizing agents to prevent degradation.

Melting point (Celsius)
68.00
Melting point (Kelvin)
341.00
Boiling point (Celsius)
298.00
Boiling point (Kelvin)
571.00
General information
Molecular weight
146.15g/mol
Molar mass
146.1450g/mol
Density
0.9354g/cm3
Appearence

Coumarin appears as colorless crystals with a characteristic sweet odor reminiscent of vanilla and freshly mown hay. It is commonly used in perfumes and flavorings due to its pleasant fragrance.

Comment on solubility

Solubility of 3-hydroxychromen-2-one

The solubility of 3-hydroxychromen-2-one (C9H6O3), commonly known as coumarin, presents intriguing characteristics that are worth exploring. Its solubility is influenced by several factors, including polarity and hydrogen bonding. Here are some notable points:

  • Polar Solvents: 3-hydroxychromen-2-one exhibits good solubility in polar solvents like methanol and ethanol.
  • Nonpolar Solvents: The compound shows limited solubility in nonpolar solvents such as hexane, attributed to its relatively polar structure.
  • Hydrogen Bonding: The presence of hydroxyl (-OH) groups in its structure allows it to engage in hydrogen bonding, enhancing its solubility in water to a certain extent.
  • Practical Implications: The solubility behavior has significant implications in organic synthesis and formulation processes, making it a valuable compound in various fields.

In conclusion, the solubility of 3-hydroxychromen-2-one varies significantly with the choice of solvent, making understanding its behavior critical for its applications. As with many organic compounds, the interplay between structure and solubility is a fascinating area of study.

Interesting facts

Interesting Facts about 3-Hydroxychromen-2-one

3-Hydroxychromen-2-one, also known as coumarin, is a fascinating organic compound with a rich history and numerous applications. Here are some intriguing facts about this compound:

  • Natural Occurrence: Coumarin is naturally found in many plants, such as Tonka beans, cinnamon, and sweet clover. Its sweet scent is often associated with these plants and has contributed to its use in the perfumery industry.
  • Flavoring Agent: This compound is widely used as a flavoring agent in food products. Its sweet aroma and taste make it a popular choice in candies, baked goods, and even some alcoholic beverages.
  • Medicinal Properties: Historically, coumarin has been studied for its potential health benefits. It has exhibited anticoagulant properties, leading to research into its use in treatments for blood disorders, as well as anti-inflammatory and antioxidant activities.
  • Versatile Applications: Beyond its culinary and medicinal uses, 3-hydroxychromen-2-one plays a role in the synthesis of various chemical compounds. It serves as a precursor for drugs, fragrances, and even in the development of materials science.
  • Regulation and Safety: While coumarin is enjoyed for its scent and flavor, it is subject to regulations in many countries regarding its use in food due to potential toxic effects when consumed in large quantities.

The exploration of 3-hydroxychromen-2-one reflects the intersection of chemistry with agriculture, pharmaceuticals, and the food industry. As a student or researcher, delving into the multifaceted roles of coumarin can bring about a greater appreciation for how this simple compound impacts various aspects of life.

Synonyms
3-Hydroxycoumarin
939-19-5
3-hydroxychromen-2-one
3-Hydroxy-2-benzopyrone
2H-1-Benzopyran-2-one, 3-hydroxy-
3-Hydroxy-2H-1-benzopyran-2-one
COUMARIN, 3-HYDROXY-
RQX0CMD9PN
EINECS 213-355-3
NSC 74691
BRN 0128032
3-COUMARINOL
NSC-74691
DTXSID50239863
5-18-01-00376 (Beilstein Handbook Reference)
DTXCID00162354
2H-1-Benzopyran-2-one, 3-hydroxy-(9CI)
3-hydroxy-2H-chromen-2-one
3 Hydroxycoumarin
hydroxycoumarin
3-Hydroxy-chromen-2-one
CHEMBL150372
UNII-RQX0CMD9PN
43070-85-5
3-hydroxy-coumarin
3-hydroxychromenone
NSC74691
2H-1-Benzopyran-2-one,3-hydroxy-
MFCD00017490
Spectrum_000476
SpecPlus_000860
Spectrum2_000805
Spectrum3_001267
Spectrum4_001576
Spectrum5_000232
hydroxy-2H-chromen-2-one
SCHEMBL76090
BSPBio_002834
KBioGR_002132
KBioSS_000956
SPECTRUM211538
DivK1c_006956
SPBio_000669
KBio1_001900
KBio2_000956
KBio2_003524
KBio2_006092
KBio3_002334
CHEBI:113542
o-Hydroxyphenylpyruvic acid lactone
BDBM50206007
CCG-39664
AKOS015916452
FH67288
SDCCGMLS-0066523.P001
NCGC00095536-01
NCGC00095536-02
NCGC00178445-01
MS-22894
PD002122
DB-057448
DB-294344
HY-127170
CS-0094421
H1585
NS00039762
T73087
AN-829/40355682
BRD-K92019075-001-02-0
Q27194434