Record Information
Version1.0
Creation date2018-05-02 10:42:44 UTC
Update date2018-05-04 14:28:32 UTC
FoodComEx IDPC001146
FoodDB RecordFDB011930
Chemical Information
Name2,3-Butanedione
DescriptionConstituent of butter; formed during fermentation. A common constituent of plant oils, production of breakdown of carbohydrates. Flavouring additive used in food industryand is also present in apple, orange, plum, okra, walnut, Bourbon vanilla, clary sage, soybean, coffee, honey, rose wine, port wine, cocoa and scallop Beer sometimes undergoes a diacetyl rest, in which its temperature is raised slightly for two or three days after fermentation is complete, to allow the yeast to absorb the diacetyl it produced earlier in the fermentation cycle. The makers of some wines, such as chardonnay, deliberately promote the production of diacetyl because of the feel and flavor it imparts. It is present in many California chardonnays known as "Butter Bombs," although there is a growing trend back toward the more traditional French styles.[citation needed]; Diacetyl (IUPAC systematic name: butanedione or 2,3-butanedione) is a natural byproduct of fermentation. It is a vicinal diketone (two C=O groups, side-by-side) with the molecular formula C4H6O2. Diacetyl occurs naturally in alcoholic beverages and is added to some foods to impart a buttery flavor.; Diacetyl is a natural by-product of secondary or malolactic fermentation. It is a vicinal diketone (two C=O groups, side-by-side) with the molecular formula C4H6O2.; Carrier of aroma of butter, vinegar, coffee, and other foods.; Beer sometimes undergoes a diacetyl rest, which entails waiting two or three days after fermentation is complete, to allow the yeast to absorb the diacetyl it produced earlier in the fermentation cycle. The makers of some wines, such as chardonnay, deliberately promote the production of diacetyl because of the feel and flavors it imparts. 2,3-Butanedione is found in many foods, some of which are capers, linden, sweet marjoram, and brazil nut.
CAS Number431-03-8
Structure
Thumb
Synonyms
SynonymSource
(CH3CO)2biospider
2,3 Butandione (Diacetyl)biospider
2,3 Butanedionebiospider
2,3-Butadionebiospider
2,3-Butandionebiospider
2,3-Butanedione (8CI,9CI)biospider
2,3-butanedione (diacetal)biospider
2,3-Butanedione (Diacetyl)biospider
2,3-butanodionebiospider
2,3-Diketobutanebiospider
2,3-Dioxobutanebiospider
Acetoacetaldehydebiospider
Biacetyldb_source
buta-2,3-dionebiospider
Butadionebiospider
Butan-2,3-dionebiospider
Butan-2,3-dione (diacetyl)biospider
Butanal, 3-oxo-biospider
Butane-2,3-dionebiospider
Butane-2,3-dione (diacetyl)biospider
Butanedionebiospider
Butanedione (diacetyl)biospider
Butanedione [UN2346]biospider
Butanedione [UN2346] [Flammable liquid]biospider
Diacetyldb_source
Diketobutanebiospider
Dimethyl diketonedb_source
Dimethyl glyoxalbiospider
Dimethyldiketonebiospider
Dimethylglyoxalbiospider
Dotriacontanebiospider
FEMA 2370db_source
Glyoxal, dimethyl-biospider
Chemical FormulaC4H6O2
IUPAC namebutane-2,3-dione
InChI IdentifierInChI=1S/C4H6O2/c1-3(5)4(2)6/h1-2H3
InChI KeyQSJXEFYPDANLFS-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C(C)=O
Average Molecular Weight86.0892
Monoisotopic Molecular Weight86.036779436
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent carbon atoms.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-diketones
Alternative Parents
Substituents
  • Alpha-diketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-1.34HANSCH,C ET AL. (1995)
Experimental Water Solubility200 mg/mL at 15 oCYALKOWSKY,SH & HE,Y (2003)
Melting PointFp 7°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 2 ml
Delivery Time2 weeks
Storage Formliquid
Storage Conditions4°C
StabilityNot Available
Purityunknown
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Augustin ScalbertInternational Agency for Research on Cancer (IARC), Biomarkers Group, 150 cours Albert Thomas, Lyon, FR, 69372scalberta@iarc.fr
Commercial Vendors
Toronto Research Chemicals B690030