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

Details

Stereochemistry ACHIRAL
Molecular Formula C4H8O
Molecular Weight 72.1057
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYL ETHYL KETONE

SMILES

CCC(C)=O

InChI

InChIKey=ZWEHNKRNPOVVGH-UHFFFAOYSA-N
InChI=1S/C4H8O/c1-3-4(2)5/h3H2,1-2H3

HIDE SMILES / InChI
Methyl ethyl ketone (butanone) is an industrial solvent produced on a large scale. It is used in surface coatings, adhesives, printing inks, chemical intermediates, magnetic tapes, and lube oil dewaxing agents. Methyl ethyl ketone has a fruity odor similar to acetone. It is used as a flavor/fragrance agent in pharmaceuticals and cosmetics.

Approval Year

PubMed

PubMed

TitleDatePubMed
Micro-machined planar field asymmetric ion mobility spectrometer as a gas chromatographic detector.
2002 Apr
Changes in n-hexane toxicokinetics in short-term single exposure due to co-exposure to methyl ethyl ketone in volunteers.
2002 Aug
An evaluation of changes and recovery in the olfactory epithelium in mice after inhalation exposure to methylethylketoxime.
2002 Dec
Mild and chemoselective synthesis of lactones from diols using a novel metal-ligand bifunctional catalyst.
2002 Jul 11
Development of a physiologically based pharmacokinetic model for methyl ethyl ketone in F344 rats.
2002 Jul 12
Enantioselective chemisorption on a chirally modified surface in ultrahigh vacuum: adsorption of propylene oxide on 2-butoxide-covered palladium(111).
2002 Jul 31
Mechanistic study of beta-substituent effects on the mechanism of ketone reduction by SmI(2).
2002 Jun 5
Field dependence of mobilities for gas-phase-protonated monomers and proton-bound dimers of ketones by planar field asymmetric waveform ion mobility spectrometer (PFAIMS).
2002 Jun 6
Neuropathy in an artist exposed to organic solvents in paints: a case study.
2002 Mar-Apr
Cytogenetic analysis of buccal cells from shoe-workers and pathology and anatomy laboratory workers exposed to n-hexane, toluene, methyl ethyl ketone and formaldehyde.
2002 Mar-Apr
Nasal function in self-reported chemically intolerant individuals.
2002 May-Jun
Simultaneous determination of cyanide and carbonyls in cyanogenic plants by gas chromatography-electron capture/photoionization detection.
2002 Nov
Determination of volatile compounds in cows' milk using headspace GC-MS.
2002 Nov
Volatile compounds in Hispánico cheese manufactured using a mesophilic starter, a thermophilic starter, and bacteriocin-producing Lactococcus lactis subsp. lactis INIA 415.
2002 Nov 6
Volatile compounds of headspace gas in the Japanese fish sauce ishiru.
2002 Oct
Influence of solvents on the variety of crystalline forms of erythromycin.
2003
Evaluation of organics leaching from solidified/stabilized hazardous wastes using a powder reactivated carbon additive.
2003 Apr
Developmental toxicity studies of methyl ethyl ketoxime (MEKO) in rats and rabbits.
2003 Aug
Evaluation of liquid chromatography column retentivity using macromolecular probes. III. Partition properties of C18 phases traced by polymers.
2003 Dec 12
Methyl isobutyl ketone and methyl ethyl ketone in urine as biological markers of occupational exposure to these solvents at low levels.
2003 Feb
The loss of the chemical tanker Ievoli Sun in the English Channel, October 2000.
2003 Feb
Activation of mitogen-activated protein kinase pathway by keratinocyte growth factor or fibroblast growth factor-10 promotes cell proliferation in human endometrial carcinoma cells.
2003 Feb
Iridium-catalyzed Oppenauer oxidations of primary alcohols using acetone or 2-butanone as oxidant.
2003 Feb 21
Peracetylated 1,6-dibromo-D-glucitol as efficient precursor of 1,6-diiodo and some mono-, disubstituted and heterocyclic D-glucitol derivatives.
2003 Jan 20
Use of a coupled biological system to treat a chemically complex air stream.
2003 Jul
[Isolation and quantitative analysis of the alpha-amylase inhibitor in Lagerstroemia speciosa (L.) Pers. (Banaba)].
2003 Jul
Measurement and modeling of single- and multi-component adsorption equilibria of VOC on high-silica zeolites.
2003 Jun 1
The effects of co-exposure to methyl ethyl ketone on the biological monitoring of occupational exposure to N,N-dimethylformamide.
2003 Mar
Breathing and heart rate during experimental solvent exposure of young adults with self-reported multiple chemical sensitivity (sMCS).
2003 Mar
An evaluation of Fourier transform infrared (FTIR) spectroscopy for detecting organic solvents in expired breath.
2003 Mar
Volatile organic compounds produced during irradiation of mail.
2003 Mar-Apr
Sequencing batch biofilter operation for treatment of methyl ethyl ketone (MEK) contaminated air.
2003 May
Micropatterned polymeric gratings as chemoresponsive volatile organic compound sensors: implications for analyte detection and identification via diffraction-based sensor arrays.
2003 May 15
Improving the industrial production of 6-APA: enzymatic hydrolysis of penicillin G in the presence of organic solvents.
2003 Nov-Dec
Proteolysis, volatile compounds, and sensory evaluation in Hispánico cheese manufactured with the addition of a thermophilic adjunct culture, nisin, and calcium alginate-nisin microparticles.
2003 Oct
Locating dynamic species with X-ray crystallography and NMR spectroscopy: acetone in p-tert-Butylcalix[4]arene.
2003 Oct 17
The forensic analysis of thermal transfer printing.
2003 Sep
The diffusion and sorption of volatile organic compounds through kaolinitic clayey soils.
2003 Sep
[Hygienic standards of the occupational air quality established by the Experts on Chemical Agents, 2002].
2004
Photocatalytic: oxidation of volatile organic compounds present in airborne environment adjacent to sewage treatment plants.
2004
Determining the equilibrium partitioning coefficients of volatile organic compounds at an air-water interface.
2004 Feb
Method development for the determination of diacetyl and acetoin at a microwave popcorn plant.
2004 Feb 1
Gas chromatography-mass spectrometry of carbonyl compounds in cigarette mainstream smoke after derivatization with 2,4-dinitrophenylhydrazine.
2004 Feb 20
The stereoselectivity and catalytic properties of Xanthobacter autotrophicus 2-[(R)-2-Hydroxypropylthio]ethanesulfonate dehydrogenase are controlled by interactions between C-terminal arginine residues and the sulfonate of coenzyme M.
2004 Jun 1
Volatile compounds produced in cheese by Enterobacteriaceae strains of dairy origin.
2004 Mar
Performance of a fungal biofilter treating gas-phase solvent mixtures during intermittent loading.
2004 May
Proton-transfer-reaction mass spectrometry as a new tool for real time analysis of root-secreted volatile organic compounds in Arabidopsis.
2004 May
Potential for the use of ultrasound in the extraction of antioxidants from Rosmarinus officinalis for the food and pharmaceutical industry.
2004 May
Assessment of microbial populations in methyl ethyl ketone degrading biofilters by denaturing gradient gel electrophoresis.
2004 May
Treatment of MEK and toluene mixtures in biofilters: effect of operating strategy an performance during transient loading.
2004 May 20
Patents
Name Type Language
METHYL ETHYL KETONE
HSDB   II   MART.   MI   USP-RS   VANDF  
Systematic Name English
METHYLETHYL KETONE
Systematic Name English
BUTANONE
Systematic Name English
ETHYL METHYL KETONE
Systematic Name English
FEMA NO. 2170
Code English
2-BUTANONE [FCC]
Common Name English
MEK
INCI  
INCI  
Official Name English
METHYL ETHYL KETONE [II]
Common Name English
METHYL ETHYL KETONE [VANDF]
Common Name English
METHYL ETHYL KETONE [HSDB]
Common Name English
METHYL ETHYL KETONE [USP-RS]
Common Name English
METHYL ETHYL KETONE [MART.]
Common Name English
MEK [INCI]
Common Name English
2-BUTANONE
FCC   FHFI  
Systematic Name English
2-BUTANONE [FHFI]
Common Name English
METHYL ETHYL KETONE [MI]
Common Name English
Classification Tree Code System Code
DEA NO. 6714
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
JECFA EVALUATION 2-BUTANONE
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
CFR 21 CFR 175.320
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
CFR 21 CFR 172.515
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
Code System Code Type Description
CHEBI
28398
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
PUBCHEM
6569
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
FDA UNII
6PT9KLV9IO
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
DAILYMED
6PT9KLV9IO
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
SMS_ID
100000089029
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
RS_ITEM_NUM
1430101
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
JECFA MONOGRAPH
406
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
WIKIPEDIA
Methyl ethyl ketone
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
EPA CompTox
DTXSID3021516
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
RXCUI
1363708
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
EVMPD
SUB22121
Created by admin on Fri Dec 15 15:04:58 GMT 2023 , Edited by admin on Fri Dec 15 15:04:58 GMT 2023
PRIMARY
NCI_THESAURUS
C77477
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
CONCEPT Industrial Aid
MESH
C005222
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
CAS
78-93-3
Created by admin on Fri Dec 15 15:04:58 GMT 2023 , Edited by admin on Fri Dec 15 15:04:58 GMT 2023
PRIMARY
HSDB
99
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-159-0
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
EVMPD
SUB79627
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY
MERCK INDEX
m7413
Created by admin on Fri Dec 15 15:04:59 GMT 2023 , Edited by admin on Fri Dec 15 15:04:59 GMT 2023
PRIMARY Merck Index