METHYL ETHYL KETONE

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 Search

SMILES

CCC(C)=O

InChI

InChIKey=ZWEHNKRNPOVVGH-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Description
Sources: https://assets.publishing.service.gov.uk/government/uploads/system/uploads/attachment_data/file/775551/Methyl_ethyl_ketone_general_information_2019.pdf | https://www.americanchemistry.com/MEK/ | https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?FR=172.515

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

Title	Date	PubMed
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.	2004-06-01	15157110
Treatment of MEK and toluene mixtures in biofilters: effect of operating strategy an performance during transient loading.	2004-05-20	15112299
Performance of a fungal biofilter treating gas-phase solvent mixtures during intermittent loading.	2004-05	15142786
Proton-transfer-reaction mass spectrometry as a new tool for real time analysis of root-secreted volatile organic compounds in Arabidopsis.	2004-05	15141066
Potential for the use of ultrasound in the extraction of antioxidants from Rosmarinus officinalis for the food and pharmaceutical industry.	2004-05	15081992
Assessment of microbial populations in methyl ethyl ketone degrading biofilters by denaturing gradient gel electrophoresis.	2004-05	14735321
Volatile compounds produced in cheese by Enterobacteriaceae strains of dairy origin.	2004-03	15035375
Gas chromatography-mass spectrometry of carbonyl compounds in cigarette mainstream smoke after derivatization with 2,4-dinitrophenylhydrazine.	2004-02-20	14971480
Method development for the determination of diacetyl and acetoin at a microwave popcorn plant.	2004-02-01	14968874
Determining the equilibrium partitioning coefficients of volatile organic compounds at an air-water interface.	2004-02	14637351
[Hygienic standards of the occupational air quality established by the Experts on Chemical Agents, 2002].	2004	15156761
Photocatalytic: oxidation of volatile organic compounds present in airborne environment adjacent to sewage treatment plants.	2004	14979545
Evaluation of liquid chromatography column retentivity using macromolecular probes. III. Partition properties of C18 phases traced by polymers.	2003-12-12	14661745
Improving the industrial production of 6-APA: enzymatic hydrolysis of penicillin G in the presence of organic solvents.	2003-12-06	14656134
Locating dynamic species with X-ray crystallography and NMR spectroscopy: acetone in p-tert-Butylcalix[4]arene.	2003-10-17	14596002
Proteolysis, volatile compounds, and sensory evaluation in Hispánico cheese manufactured with the addition of a thermophilic adjunct culture, nisin, and calcium alginate-nisin microparticles.	2003-10	14594220
The forensic analysis of thermal transfer printing.	2003-09	14535687
The diffusion and sorption of volatile organic compounds through kaolinitic clayey soils.	2003-09	12935951
Developmental toxicity studies of methyl ethyl ketoxime (MEKO) in rats and rabbits.	2003-08	12953656
Use of a coupled biological system to treat a chemically complex air stream.	2003-07	12948168
[Isolation and quantitative analysis of the alpha-amylase inhibitor in Lagerstroemia speciosa (L.) Pers. (Banaba)].	2003-07	12875243
Measurement and modeling of single- and multi-component adsorption equilibria of VOC on high-silica zeolites.	2003-06-01	12831025
Micropatterned polymeric gratings as chemoresponsive volatile organic compound sensors: implications for analyte detection and identification via diffraction-based sensor arrays.	2003-05-15	12918982
Sequencing batch biofilter operation for treatment of methyl ethyl ketone (MEK) contaminated air.	2003-05	12803246
Volatile organic compounds produced during irradiation of mail.	2003-04-12	12688843
Evaluation of organics leaching from solidified/stabilized hazardous wastes using a powder reactivated carbon additive.	2003-04	12755446
The effects of co-exposure to methyl ethyl ketone on the biological monitoring of occupational exposure to N,N-dimethylformamide.	2003-03	12733084
Breathing and heart rate during experimental solvent exposure of young adults with self-reported multiple chemical sensitivity (sMCS).	2003-03	12606290
An evaluation of Fourier transform infrared (FTIR) spectroscopy for detecting organic solvents in expired breath.	2003-03	12573961
Iridium-catalyzed Oppenauer oxidations of primary alcohols using acetone or 2-butanone as oxidant.	2003-02-21	12585915
Methyl isobutyl ketone and methyl ethyl ketone in urine as biological markers of occupational exposure to these solvents at low levels.	2003-02	12592578
The loss of the chemical tanker Ievoli Sun in the English Channel, October 2000.	2003-02	12586121
Activation of mitogen-activated protein kinase pathway by keratinocyte growth factor or fibroblast growth factor-10 promotes cell proliferation in human endometrial carcinoma cells.	2003-02	12574212
Peracetylated 1,6-dibromo-D-glucitol as efficient precursor of 1,6-diiodo and some mono-, disubstituted and heterocyclic D-glucitol derivatives.	2003-01-20	12526841
Nasal function in self-reported chemically intolerant individuals.	2003-01-01	12507179
Influence of solvents on the variety of crystalline forms of erythromycin.	2003	12866939
An evaluation of changes and recovery in the olfactory epithelium in mice after inhalation exposure to methylethylketoxime.	2002-12	12454789
Volatile compounds in Hispánico cheese manufactured using a mesophilic starter, a thermophilic starter, and bacteriocin-producing Lactococcus lactis subsp. lactis INIA 415.	2002-11-06	12405771
Simultaneous determination of cyanide and carbonyls in cyanogenic plants by gas chromatography-electron capture/photoionization detection.	2002-11	12475032
Determination of volatile compounds in cows' milk using headspace GC-MS.	2002-11	12463694
Volatile compounds of headspace gas in the Japanese fish sauce ishiru.	2002-10	12450144
Neuropathy in an artist exposed to organic solvents in paints: a case study.	2002-08-27	12194157
Changes in n-hexane toxicokinetics in short-term single exposure due to co-exposure to methyl ethyl ketone in volunteers.	2002-08	12070636
Toluene, xylenes and xylene isomers in urine as biological indicators of low-level exposure to each solvent; a comparative study.	2002-08	12070634
Enantioselective chemisorption on a chirally modified surface in ultrahigh vacuum: adsorption of propylene oxide on 2-butoxide-covered palladium(111).	2002-07-31	12137554
Development of a physiologically based pharmacokinetic model for methyl ethyl ketone in F344 rats.	2002-07-12	12133235
Mild and chemoselective synthesis of lactones from diols using a novel metal-ligand bifunctional catalyst.	2002-07-11	12098247
Cytogenetic analysis of buccal cells from shoe-workers and pathology and anatomy laboratory workers exposed to n-hexane, toluene, methyl ethyl ketone and formaldehyde.	2002-07-10	12101634
Reduction of ketones and alkyl iodides by SmI(2) and Sm(II)-HMPA complexes. Rate and mechanistic studies.	2002-06-19	12059211
Field dependence of mobilities for gas-phase-protonated monomers and proton-bound dimers of ketones by planar field asymmetric waveform ion mobility spectrometer (PFAIMS).	2002-06-06	12132535

Patents

Name

Type

Language

METHYL ETHYL KETONE

Systematic Name

English

MEK	Locators: INCI Naming Organization: INCI Sources:

Preferred 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

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

2-BUTANONE

Systematic Name

English

2-BUTANONE [FHFI]

Common Name

English

METHYL ETHYL KETONE [MI]

Common Name

English

Classification Tree Code System Code

DEA NO.

6714