Skip to main content

Acetoin

ADVERTISEMENT
Identification
Molecular formula
C4H8O2
CAS number
513-86-0
IUPAC name
3-hydroxybutan-2-one
State
State

At room temperature, acetoin is a liquid. It is volatile and may emit a sweet, yogurt-like aroma.

Melting point (Celsius)
15.00
Melting point (Kelvin)
288.15
Boiling point (Celsius)
148.50
Boiling point (Kelvin)
421.70
General information
Molecular weight
88.11g/mol
Molar mass
88.1060g/mol
Density
1.0153g/cm3
Appearence

Acetoin is a colorless or pale yellow liquid with a buttery odor. It is used in the flavor industry to invoke a creamy or buttery flavor in products.

Comment on solubility

Solubility of 3-Hydroxybutan-2-one (C4H8O2)

3-Hydroxybutan-2-one, commonly known as acetoin, showcases notable solubility characteristics that make it a versatile compound in various applications. Here’s an overview of its solubility:

  • Polar solvent compatibility: 3-Hydroxybutan-2-one is highly soluble in polar solvents, particularly water, due to its hydroxyl group (-OH) which facilitates hydrogen bonding.
  • Solubility in organic solvents: It also dissolves well in a range of organic solvents like ethanol, acetone, and ether, expanding its usability in different chemical environments.
  • Concentration effects: The solubility of acetoin in water is influenced by temperature; as temperature increases, solubility often improves, allowing for higher concentrations in solution.

To summarize, 3-hydroxybutan-2-one is soluble in both water and organic solvents, making it a valuable compound in both chemical synthesis and industrial applications. It serves as an excellent example of how molecular structure influences solubility behavior, highlighting the significance of functional groups in determining the physical properties of chemical compounds.

Interesting facts

Interesting Facts about 3-Hydroxybutan-2-one

3-Hydroxybutan-2-one, commonly known as acetoin, is an intriguing compound that serves as an important intermediate in various biochemical processes. It boasts a unique presence in both natural and industrial contexts.

Biological Significance

  • Fermentation Byproduct: Acetoin is produced by various microorganisms during the fermentation of carbohydrates, playing a significant role in flavor development in fermented foods.
  • Flavor Enhancement: Its buttery aroma makes it a valuable compound in the food industry as a natural flavoring agent, particularly in dairy products.
  • Health Implications: Recent studies suggest potential therapeutic effects of acetoin, including its role in metabolism and possible neuroprotective effects.

Industrial Uses

  • Synthesis Intermediate: It is commonly used as a precursor for the synthesis of larger molecules in pharmaceutical and fine chemical production.
  • Solvent Properties: Acetoin can act as a solvent, making it advantageous in various chemical formulations.

Fun Fact

An interesting trait of 3-hydroxybutan-2-one is its existence in different stereoisomeric forms, which demonstrates the fascinating complexities of organic chemistry. The compound exemplifies how minor structural differences can lead to significant changes in properties and applications.

As chemists and students explore the world of organic compounds, 3-hydroxybutan-2-one serves as a reminder of the interconnectedness between biology, industry, and chemistry, sparking inquiry into its roles and potential. Remember the words, “A compound's journey goes beyond its own structure,” as it links to broader scientific discoveries!

Synonyms
acetoin
3-hydroxy-2-butanone
513-86-0
3-hydroxybutan-2-one
Acetyl methyl carbinol
acetylmethylcarbinol
Dimethylketol
2-Butanone, 3-hydroxy-
2,3-Butanolone
2-Hydroxy-3-butanone
1-Hydroxyethyl methyl ketone
Acetoin (natural)
Methanol, acetylmethyl-
Acethoin
gamma-Hydroxy-beta-oxobutane
3-hydroxyl-2-butanone
FEMA No. 2008
2-Acetoin
CCRIS 2918
HSDB 974
2-Butanol-3-one
NSC 7609
Butan-2-ol-3-one
acetoine
2-hydroxy-3-oxobutane
(+/-)-Acetoin
beta-oxobutane
b-oxobutane
Acetoin dimer
.gamma.-Hydroxy-.beta.-oxobutane
DL-Acetoin
AI3-03314
UNII-BG4D34CO2H
EINECS 208-174-1
BG4D34CO2H
UN2621
3-Oxo-2-butanol
BRN 0385636
51555-24-9
ACETOIN MONOMER
DI-METHYLKETOL
DTXSID0024399
Methanol, acetylmethyl
(+/-)-3-Hydroxybutan-2-one
ACETOIN (DIMER)
ACETOIN [FHFI]
ACETOIN [HSDB]
NSC-7609
ACETOIN [MI]
ACETOIN (MONOMER)
MFCD00004521
Butan-2-one, 3-hydroxy-
DTXCID304399
ACETOIN (DIMER) [FCC]
CHEBI:15688
ACETOIN (MONOMER) [FCC]
2-01-00-00870 (Beilstein Handbook Reference)
UN 2621
Acetoin (~90%)
3H-2B butanone
1-Hydroxethyl methyl ketone
acetylmethyl-
2-Butanone, 3-hydroxy-, (R)-
Butan2ol3one
2Hydroxy3butanone
3Hydroxy2butanone
2,3Butanolone
2Butanone, 3hydroxy
g-Hydroxy-b-oxobutane
3-hydroxy-2-oxobutane
gammaHydroxybetaoxobutane
2-butanone, 3-hydroxy
3-hydroxy-butan-2-one
3-hydroxy-butane-2-one
1Hydroxyethyl methyl ketone
Acetoin, analytical standard
(+-)-ACETOIN
Acetoin, >=96%, natural
BUTAN-2-0L-3-ONE
(.+-.)-ACETOIN
CHEMBL3561873
2-Butanone, 3-hydroxy-, dimer
NSC7609
Acetoin, natural, >=95%, FG
ACETOIN(MAY INCLUDE DIMER)
Acetoin, >=96%, FCC, FG
(S)-3-HYDROXY-2-BUTANONE
NSC89727
Tox21_302518
LMFA12000020
NSC-89727
(+-)-3-HYDROXYBUTAN-2-ONE
AKOS000121293
AKOS017278202
FH36652
2-Butanone, 3-hydroxy- (8CI,9CI)
Acetoin, May exist as crystalline dimer
Acetoin (may exist as crystalline dimer)
NCGC00256914-01
(.+-.)-3-HYDROXYBUTAN-2-ONE
2-Butanone, 3-hydroxy-, (.+/-.)-
CAS-513-86-0
PD124062
3-Hydroxybutan-2-one (may include dimer)
DB-003392
H0225
NS00011932
EN300-21639
C00466
D93492
Q223083
Acetyl methyl carbinol [UN2621] [Flammable liquid]
2,3,5,6- TETRAMETHYL-1,4-DIOXANE-2,5-DIOL
F0001-1338
208-174-1