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3-Acetyl-5-methyltetrahydrofuran-2-one

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Identification
Molecular formula
C7H10O3
CAS number
517-23-7
IUPAC name
3-acetyltetrahydrofuran-2-one
State
State

At room temperature, 3-Acetyl-5-methyltetrahydrofuran-2-one is typically found in a liquid state.

Melting point (Celsius)
-4.00
Melting point (Kelvin)
269.15
Boiling point (Celsius)
256.00
Boiling point (Kelvin)
529.15
General information
Molecular weight
128.13g/mol
Molar mass
128.1310g/mol
Density
1.0810g/cm3
Appearence

3-Acetyl-5-methyltetrahydrofuran-2-one typically appears as a clear to pale yellow liquid. It has a sweet, fruity odor and is known for its use in flavoring and fragrance compositions.

Comment on solubility

Solubility of 3-acetyltetrahydrofuran-2-one

3-acetyltetrahydrofuran-2-one, also known as 3-acetyl-2(3H)-furanone, exhibits distinct solubility characteristics due to its chemical structure. Understanding its solubility is crucial in various applications, particularly in organic synthesis and flavoring.

Here are some key points regarding its solubility:

  • Polar Nature: The presence of the carbonyl group (C=O) and the ether-like (tetrahydrofuran) structure contribute to the compound's polar characteristics, enhancing its solubility in polar solvents.
  • Solvent Compatibility: 3-acetyltetrahydrofuran-2-one is primarily soluble in:
    • Water: Moderately soluble due to hydrogen bonding capabilities.
    • Alcohols: Highly soluble in ethanol and methanol, owing to similar polar interactions.
    • Aprotic Solvents: Soluble in solvents like acetone and ethyl acetate.
    • Hydrocarbons: Poor solubility in non-polar solvents like hexane.
  • Temperature Effects: Like many organic compounds, its solubility may increase with temperature, which is an important consideration during practical applications.

In summary, 3-acetyltetrahydrofuran-2-one shows a versatile solubility profile, making it useful in diverse chemical environments. Understanding its solubility will aid chemists in optimizing reactions and applications.

Interesting facts

Interesting Facts about 3-acetyltetrahydrofuran-2-one

3-acetyltetrahydrofuran-2-one, often referred to as an important intermediate in organic synthesis, has captivated the attention of chemists due to its structural uniqueness and versatile applications. Here are some fascinating aspects of this compound:

  • Structural Features: This compound belongs to the class of β-lactones, characterized by a five-membered ring. Its cyclic structure contributes to its reactivity, making it valuable in various chemical reactions.
  • Natural Occurrence: 3-acetyltetrahydrofuran-2-one can be found in nature, often noted in the flavoring agents of some fruits. This highlights the compound’s potential role in the food and fragrance industries.
  • Synthetic Versatility: The compound serves as a precursor for synthesizing other complex molecules. Its ability to readily participate in reactions, such as nucleophilic addition and ring-opening polymerization, underscores its significance in organic synthesis.
  • Applications: Beyond its roles in synthesis, this compound has applications in pharmaceuticals and may exhibit biological activity, making it a subject of interest in drug development research.
  • Research Potential: With ongoing studies exploring its properties, 3-acetyltetrahydrofuran-2-one may pave the way for innovations in materials science and synthetic biology.

As an aspiring chemist or a seasoned researcher, the implications of 3-acetyltetrahydrofuran-2-one in both theoretical studies and practical applications make it a compelling focus for further exploration. Truly, the world of chemistry is enriched by such intriguing compounds!

Synonyms
2-Acetylbutyrolactone
517-23-7
ALPHA-ACETYLBUTYROLACTONE
alpha-Acetyl-gamma-butyrolactone
2-Acetylbutanolide
3-Acetyldihydro-2(3H)-furanone
2(3H)-Furanone, 3-acetyldihydro-
2-Oxo-3-acetyltetrahydrofuran
3-Acetyltetrahydro-2-furanone
2-Acetyl-gamma-butyrolactone
3-Acetyl-2(3H)-4,5-dihydrofuranone
Dihydro-3-acetyl-2(3H)-furanone
alpha-Acetobutyrolactone
.alpha.-Acetobutyrolactone
.alpha.-Acetylbutyrolactone
NSC 2019
2-Acetyl-.gamma.-butyrolactone
EINECS 208-235-2
I3D73T5K0Q
DTXSID6044436
AI3-05827
2-Acetyl-4-hydroxybutyric acid gamma-lactone
NSC-2019
alpha-(2-Hydroxyethyl)acetoacetic acid gamma-lactone
alpha-Acetyl-gamma-hydroxybutyric acid gamma-lactone
DTXCID4024436
EC 208-235-2
.ALPHA.-ACETYLBUTYROLACTONE [MI]
2Acetyl4butanolid
aAcetylbutyrolactone
2acetylbutyrolactone
2Acetylgbutyrolactone
alphaAcetobutyrolactone
2Acetylgammabutyrolactone
2Oxo3acetyltetrahydrofuran
3Acetyltetrahydro2furanone
alphaAcetylgammabutyrolactone
3Acetyldihydro2(3H)furanone
3Acetyldihydrofuran2(3H)one
Dihydro3acetyl2(3H)furanone
2(3H)Furanone, 3acetyldihydro
3Acetyl2(3H)4,5dihydrofuranone
2Acetyl4hydroxybutyric acid gammalactone
4,5-dihydro-3-acetylfuran-2(3H)-one
alphaAcetylgammahydroxybutyric acid gammalactone
alpha(2Hydroxyethyl)acetoacetic acid gammalactone
3-acetyldihydrofuran-2(3H)-one
3-acetyloxolan-2-one
3-acetyltetrahydrofuran-2-one
3-Acetyl-dihydro-2(3H)-furanone
MFCD00005394
2-Acetylbutyrolactone-13C4
3-acetyl-4,5-dihydro-2(3H)-furanone
3-acetyl dihydrofuran-2(3H)-one
.alpha.-Acetyl-.gamma.-butyrolactone
.alpha.-(2-Hydroxyethyl)acetoacetic acid .gamma.-lactone
2-Acetyl-4-hydroxybutyric acid .gamma.-lactone
2-Acetylbutyrolactone; 2-Oxo-3-acetyltetrahydrofuran
.alpha.-Acetyl-.gamma.-hydroxybutyric acid .gamma.-lactone
2-AcetYl-Butyrolactone
3-Acetyldihydrofuran-2-one
CAS-517-23-7
|A-Acetylbutyrolactone
UNII-I3D73T5K0Q
2-acetyl butyrolactone
2-acetyl-4-butyrolactone
2-acetyl gammabutyro lactone
SCHEMBL26922
3-acetyl-dihydro-furan-2-one
CHEMBL3187921
alpha-acetyl-gamma-butyro lactone
dihydro-3-acetyl-(3H)-furanone
NSC2019
CHEBI:179633
alpha-Acetylbutyrolactone, >=99%
3-Acetyldihydro-2(3H)-furanone #
Tox21_113848
Tox21_302029
LMFA07040005
STL135936
AKOS000118805
AKOS016039401
FA17111
3-acetyl-4,5-dihydro-2(3H) furanone
s12358
NCGC00253729-01
NCGC00255829-01
AC-11752
BS-16949
SY001848
DB-052012
DB-365924
A0681
CS-0015945
NS00003060
alpha-Acetyl-gamma-hydroxybutyric Acid Lactone
EN300-21307
SR-01000944732
alpha-2-Hydroxy-ethylacetoacetic acid, gamma-lactone
SR-01000944732-1
Q10863668
F0001-1347
2-Acetylbutyrolactone;2-Acetyl-gamma-butyrolactone; 3-Acetyloxolane-2-one; ABL
3-Acetyldihydro-2(3H)-furanone;3-Acetyldihydrofuran-2-one;?-Acetyl-?-butyrolactone
313643-49-1