U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C4H6O2
Molecular Weight 86.0892
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIACETYL

SMILES

CC(=O)C(C)=O

InChI

InChIKey=QSJXEFYPDANLFS-UHFFFAOYSA-N
InChI=1S/C4H6O2/c1-3(5)4(2)6/h1-2H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Aroma extract dilution analysis of cv. Meeker (Rubus idaeus L.) red raspberries from Oregon and Washington.
2004 Aug 11
Titin isoform-dependent effect of calcium on passive myocardial tension.
2004 Dec
Proton-transfer-reaction mass spectrometry as a new tool for real time analysis of root-secreted volatile organic compounds in Arabidopsis.
2004 May
Effects of 1,3-butadiene, isoprene, and their photochemical degradation products on human lung cells.
2004 Nov
Evidence for the involvement of arginyl residue at the active site of penicillin G acylase from Kluyvera citrophila.
2004 Oct
Monitoring conformational rearrangements in the substrate-binding site of a membrane transport protein by mass spectrometry.
2004 Oct 1
Mechanochemical coupling of two substeps in a single myosin V motor.
2004 Sep
Radiative electronic energy transfer-time studies of naphthalene-biacetyl system by one and two-photon excitation, and optical antenna mechanism.
2005 Apr
Enhancing alpha-tocopherol and linoleic acid in ewe's milk by feeding emulsified sunflower oil and DL-alpha-tocopheryl acetate in a chemically treated protein matrix.
2005 Aug 10
A C2-symmetric nickel diamine complex as an asymmetric catalyst for enecarbamate additions to butane-2,3-dione.
2005 Aug 21
Halothane and isoflurane do not directly interact with cardiac cross-bridge function.
2005 Feb
Polymodal sensory function of the Caenorhabditis elegans OCR-2 channel arises from distinct intrinsic determinants within the protein and is selectively conserved in mammalian TRPV proteins.
2005 Jan 26
p-Hertz excitation spectroscopy of an optical antenna, optical transmitter-receiver mechanism.
2005 Jul
Functional probing of arginine residues in proteins using mass spectrometry and an arginine-specific covalent tagging concept.
2005 Jul 15
Solid-phase capture and release of arginine peptides by selective tagging and boronate affinity chromatography.
2005 Jun 24
Interleukin-18 primes the oxidative burst of neutrophils in response to formyl-peptides: role of cytochrome b558 translocation and N-formyl peptide receptor endocytosis.
2005 Mar
Aroma analysis of light-exposed milk stored with and without natural and synthetic antioxidants.
2005 Mar
Modeling the competitive dissociation of protonated 2,3-butanedione. The enthalpy of formation of methylhydroxycarbene.
2005 Mar 17
Reactivity of epicatechin in aqueous glycine and glucose maillard reaction models: quenching of C2, C3, and C4 sugar fragments.
2005 May 18
Quantitative determination of thermally derived off-flavor compounds in milk using solid-phase microextraction and gas chromatography.
2005 Nov
Wound healing ability of Xenopus laevis embryos. II. Morphological analysis of wound marginal epidermis.
2005 Oct
Influence of rearing conditions on the volatile compounds of cooked fillets of Silurus glanis (European catfish).
2005 Sep 7
Piezoelectric biosensor using olfactory receptor protein expressed in Escherichia coli.
2006 Apr 15
Studies on poly-beta-hydroxybutyrate synthase activity of Nostoc muscorum.
2006 Aug
Solid-phase microextraction: investigation of the metabolism of substances that may be abused by inhalation.
2006 Aug
Characterization of the Enterobacteriaceae isolated from an artisanal Italian ewe's cheese (Pecorino Abruzzese).
2006 Aug
Characterisation of lactic acid bacteria isolated from fermented milk "laban".
2006 Jul 1
Generation of mono- and bis-dioxiranes from 2,3-butanedione.
2006 Jul 21
Specific modification of peptide-bound citrulline residues.
2006 May 1
Volatile metabolite production of spoilage micro-organisms on a mixed-lettuce agar during storage at 7 degrees C in air and low oxygen atmosphere.
2006 Nov 1
Synthesis and crystal structure of some transition metal complexes with a novel bis-Schiff base ligand and their antitumor activities.
2006 Sep
Triplet-triplet energy transfer from naphthalene to biacetyl in the vapor phase.
2006 Sep
Use of the arginine-specific butanedione/phenylboronic acid tag for analysis of peptides and protein digests using matrix-assisted laser desorption/ionization mass spectrometry.
2007
Sensitized phosphorescence studies of p-xylene+biacetyl system, an optical antenna.
2007 Apr
Instrumental and sensory characterization of heat-induced odorants in aseptically packaged soy milk.
2007 Apr 18
Methylglyoxal and other carbohydrate metabolites induce lanthanum-sensitive Ca2+ transients and inhibit growth in E. coli.
2007 Dec 1
Purification and characterization of alcohol dehydrogenase reducing N-benzyl-3-pyrrolidinone from Geotrichum capitatum.
2007 Feb
Effects of high pressure treatment on volatile profile during ripening of ewe milk cheese.
2007 Jan
Photoinduced generation of 2,3-butanedione from riboflavin.
2007 Jan 10
Evaluation of the contact and respiratory sensitization potential of volatile organic compounds generated by simulated indoor air chemistry.
2007 Jun
Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease.
2007 Jun
Poly-beta-hydroxybutyrate accumulation in Nostoc muscorum: effects of metabolic inhibitors.
2007 Mar
Changes in color and odorant compounds during oxidative aging of Pedro Ximenez sweet wines.
2007 May 2
Diketone radical cations: ketonic and enolic forms as revealed by matrix EPR studies and DFT calculations.
2007 May 3
Predicting olfactory receptor neuron responses from odorant structure.
2007 May 4
Determination of glyoxal and methylglyoxal in the serum of diabetic patients by MEKC using stilbenediamine as derivatizing reagent.
2007 Nov
Influence of additives on the properties of Bis-GMA/Bis-GMA analog comonomers and corresponding copolymers.
2007 Oct
Kinetic analysis of volatile formation in milk subjected to pressure-assisted thermal treatments.
2007 Sep
Quality and flavour stability of coffee substitute prepared by extrusion of wheat germ and chicory roots.
2008 Feb
Identification of characteristic aroma components of Thai fried chili paste.
2008 Jan 23
Patents
Name Type Language
DIACETYL
FCC   FHFI   HSDB   MI  
Common Name English
2,3-BUTANEDIONE
Systematic Name English
DIACETYL [HSDB]
Common Name English
FEMA NO. 2370
Code English
NSC-8750
Code English
DIMETHYL DIKETONE
Systematic Name English
DIACETYL [MI]
Common Name English
BIACETYL
Systematic Name English
BUTANEDIONE
Systematic Name English
DIACETYL [FHFI]
Common Name English
DIACETYL [FCC]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 184.1278
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
JECFA EVALUATION DIACETYL
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
207-069-8
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
PUBCHEM
650
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
NSC
8750
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
SMS_ID
100000134652
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
EVMPD
SUB63661
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID6021583
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
HSDB
297
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
WIKIPEDIA
DIACETYL
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
CAS
431-03-8
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
MERCK INDEX
m4239
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY Merck Index
CHEBI
16583
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
MESH
D003931
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
JECFA MONOGRAPH
330
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
MESH
C007366
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY
FDA UNII
K324J5K4HM
Created by admin on Fri Dec 15 15:11:09 GMT 2023 , Edited by admin on Fri Dec 15 15:11:09 GMT 2023
PRIMARY