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Furaneol

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Identification
Molecular formula
C6H8O3
CAS number
3658-77-3
IUPAC name
4-hydroxy-2,5-dimethyl-furan-3-one
State
State

At room temperature, Furaneol is typically a liquid.

Melting point (Celsius)
-59.00
Melting point (Kelvin)
214.15
Boiling point (Celsius)
196.60
Boiling point (Kelvin)
469.75
General information
Molecular weight
128.13g/mol
Molar mass
128.1300g/mol
Density
1.1764g/cm3
Appearence

Furaneol typically appears as a colorless to pale yellow liquid. It has a strong, sweet, caramel-like aroma that is characteristic of its use as a flavoring agent.

Comment on solubility

Solubility of 4-hydroxy-2,5-dimethyl-furan-3-one

The solubility of 4-hydroxy-2,5-dimethyl-furan-3-one, a compound known for its unique structural properties, is influenced by various factors that are worth exploring.

Key Aspects of Solubility

  • Solvent Interaction: The compound demonstrates better solubility in polar solvents due to the presence of hydroxyl (–OH) groups. This hydroxyl function is pivotal for its ability to engage in hydrogen bonding.
  • Alkyl Substitution Effects: The dimethyl substitutions can impact the overall hydrophobic character of the molecule, potentially decreasing solubility in non-polar solvents.
  • Concentration Dependency: As with many organic compounds, the solubility may exhibit variations based on concentration, temperature, and pressure, leading to interesting behavior in solution.
  • Temperature Influence: Generally, an increase in temperature can enhance solubility, allowing for more effective dissolution of 4-hydroxy-2,5-dimethyl-furan-3-one in suitable solvents.

In conclusion, although 4-hydroxy-2,5-dimethyl-furan-3-one displays *moderate solubility in organic solvents*, its most favorable interactions occur in polar mediums where the formation of hydrogen bonds can significantly enhance its solubility profile.

Interesting facts

Interesting Facts about 4-hydroxy-2,5-dimethyl-furan-3-one

4-hydroxy-2,5-dimethyl-furan-3-one, also known as maltol, is an intriguing compound that naturally occurs in a variety of plants. This chemical belongs to a class of compounds known as flavoring agents and is noted for its sweet, caramel-like aroma. Here are some fascinating aspects of this compound:

  • Natural Occurrence: Maltol can be found in significant quantities in products like roasted malt, which is used in brewing beer, as well as in various fruits such as strawberries and peaches.
  • Flavor Enhancement: Due to its pleasant taste profile, maltol is commonly used in the food industry as a flavor enhancer. It helps to improve the sweetness and overall flavor of a variety of products.
  • Health Benefits: Some studies suggest that maltol may possess antioxidant properties, which can play a role in protecting cells from oxidative stress and may help in bolstering overall health.
  • Fragrance Industry: Beyond its culinary applications, maltol is also utilized in the fragrance industry to produce aromatic profiles that are rich and sweet, enhancing various perfumes and scented products.
  • Biochemical Importance: This compound is not only a natural flavoring agent but also serves as a synthetic precursor for the production of other crucial biochemical compounds.

To quote a well-known food chemist, “The beauty of flavor compounds like maltol lies in their ability to evoke memories and create experiences through taste.” With its wide range of applications and properties, 4-hydroxy-2,5-dimethyl-furan-3-one continues to be an important compound in both the culinary and scientific worlds.

Synonyms
Furaneol
3658-77-3
4-hydroxy-2,5-dimethylfuran-3(2H)-one
4-Hydroxy-2,5-dimethyl-3(2H)-furanone
2,5-Dimethyl-4-hydroxy-3(2H)-furanone
4-Hydroxy-2,5-dimethyl-3(2H)furanone
Pineapple ketone
Dimethylhydroxy furanone
Alletone
4-hydroxy-2,5-dimethylfuran-3-one
3(2H)-Furanone, 4-hydroxy-2,5-dimethyl-
Strawberry furanone
Coe 536
FEMA No. 3174
FEMA 3174
2,5-Dimethyl-4-hydroxy-2,3-dihydrofuran-3-one
2,5-Dimethyl-3-hydroxy-4-oxo-4,5-dihydrofuran
4-Hydroxy-2,5-dimethylfuran-2(3H)-one
UNII-20PI8YZP7A
EINECS 222-908-8
20PI8YZP7A
4-hydroxy-2,5-dimethyl-2,3-dihydrofuran-3-one
ALNOSE
BRN 1281357
CCRIS 8102
dimethylhydroxyfuranone
DTXSID0041517
3(2H)-FURANONE, 2,5-DIMETHYL-4-HYDROXY-
CHEBI:76247
4-Hydroxy-2,5-dimethyl-3(2H)-furanone (natural)
DIMETHYL DIHYDROFURANOLONE
DTXCID8021517
HSDB 8322
2,5-DIMETHYLDIHYDROFURANOLONE
4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE [FCC]
4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE [FHFI]
4-HDMF
DIMETHYLHYDROXY FURANONE [INCI]
3(2H)-furanone,2,5-dimethyl-4-hydroxy-
2,5-dimethyl-4,5-dihydrofuran-3-ol-4-one
Flavor and Extract Manufacturers' Association 3174
4-hydroxy-2,5-dimethyl-3-furanone
MFCD00010706
192466-95-8
Strawberry furanone 25% in PG
2,5-Dimethyl-4-hydroxy-3(2H)-furanone (Technical Grade)
Furaneol (Standard)
(+/-)-Furaneol
SCHEMBL57008
CHEMBL3186302
HY-N7093R
HY-N7093
Tox21_300823
AC8010
s5178
AKOS015900499
CS-W013470
FH30957
SB60884
NCGC00248185-01
NCGC00254727-01
2,5-dimethyl-4-hydroxy-2h-furan-3-one
2,5-dimethyl-4-hydroxy-3[2H] furanone
4-hydroxy-2,5-dimethyl-3-oxo-2H-furan
AC-14027
AS-15673
SY035594
CAS-3658-77-3
2,5-dimethyl-4-hydroxy-3-(2H)-furanone
2.5-dimethyl-4-hydroxy-3-(2H)-furanone
4-hydroxy-2,5-dimethyl-furan-3(2H)-one
DB-003486
2,5-dimethyl-4-hydroxy-(2h)-furan-3-one
2,5-dimethyl-4-hydroxy-3-oxo-(2H)-furan
D1569
D1884
NS00012307
C20717
EN300-175904
2,3-Dihydro-4-hydroxy-2,5-dimethyl-3-furanone
4-oxo-3-hydroxy-2,5-dimethyl-4,5-dihydrofuran
Q250455
Z1255395050
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, >=99.0% (GC)
Furaneol;Dimethylhydroxy furanone;Strawberry furanone;HDMF
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, >=98%, FCC, FG
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, analytical standard
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, natural, >=98%, FG
InChI=1/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, 15 wt. % (in propylene glycol), FG