Acetoin

Acetoin, also known as 3-hydroxybutanone or acetyl methyl carbinol, is an organic compound with the formula CH3CH(OH)C(O)CH3. It is a colorless liquid with a pleasant, buttery odor. It is chiral. The form produced by bacteria is (R)-acetoin.

Acetoin
Names
Preferred IUPAC name
3-Hydroxybutan-2-one
Other names
3-Hydroxybutanone
Acetyl methyl carbinol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.432
EC Number
  • 208-174-1
KEGG
PubChem CID
RTECS number
  • EL8790000
UNII
  • InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3 Y
    Key: ROWKJAVDOGWPAT-UHFFFAOYSA-N Y
  • InChI=1/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3
    Key: ROWKJAVDOGWPAT-UHFFFAOYAD
SMILES
  • CC(=O)C(C)O
Properties
C4H8O2
Molar mass 88.106 g·mol−1
Appearance colorless liquid
Odor bland, yogurt-like
Density 1.012 g/cm3
Melting point 15 °C (59 °F; 288 K)
Boiling point 148 °C (298 °F; 421 K)
1000 g/L (20 °C)
Solubility in other solvents Soluble in alcohol
Slightly soluble in ether, petroleum ether
Miscible in propylene glycol
Insoluble in vegetable oil
log P -0.36
Acidity (pKa) 13.72
Chiral rotation ([α]D)
-39.4
Refractive index (nD)
1.4171
Hazards
Flash point 41 °C (106 °F; 314 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
> 5000 mg/kg (rat, oral)
Safety data sheet (SDS) MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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