Common NameDiacetyl
DescriptionDiacetyl, also known as 2,3-butadione or dimethylglyoxal, belongs to the class of organic compounds known as alpha-diketones. These are organic compounds containing two ketone groups on two adjacent carbon atoms. Thus, diacetyl is considered to be an oxygenated hydrocarbon lipid molecule. Diacetyl is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Diacetyl exists in all living species, ranging from bacteria to humans. Diacetyl is a strong, sweet, and butter tasting compound. Outside of the human body, diacetyl is found, on average, in the highest concentration in kohlrabis. diacetyl has also been detected, but not quantified in several different foods, such as nances, tartary buckwheats, tamarinds, pineapples, and celeriacs. This could make diacetyl a potential biomarker for the consumption of these foods. Diacetyl is a potentially toxic compound. Diacetyl has been found to be associated with several diseases such as crohn's disease, ulcerative colitis, and nonalcoholic fatty liver disease; also diacetyl has been linked to the inborn metabolic disorders including celiac disease.
Structure
Molecular FormulaC4H6O2
Average Mass86.08920
Monoisotopic Mass86.03678
IUPAC Namebutane-2,3-dione
Traditional NameDiacetyl
CAS Registry Number431-03-8
SMILESCC(=O)C(C)=O
InChI IdentifierInChI=1S/C4H6O2/c1-3(5)4(2)6/h1-2H3
InChI KeyQSJXEFYPDANLFS-UHFFFAOYSA-N
CHEBI IDCHEBI:16583
HMDB IDHMDB0003407
StateNot Available
Water Solubility1.29e+02 g/l
logP0.07
logS0.18
pKa (Strongest Acidic)15.98
pKa (Strongest Basic)-8.29
Hydrogen Acceptor Count2
Hydrogen Donor Count0
Polar Surface Area34.14 Ų
Rotatable Bond Count1
Physiological Charge0
Formal Charge0
Refractivity21.54 m³·mol⁻¹
Polarizability8.41

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