mesityl oxide
4-methyl-3-penten-2-one
Identification
| Name | mesityl oxide |
| IUPAC | 4-methylpent-3-en-2-one |
| CAS Number | 141-79-7 |
| EINECS | 205-502-5 |
| FDA UNII | 77LAC84669 |
| Molecular Formula | C6 H10 O |
| Molecular Weight | 98.14490000 |
| MDL Number | MFCD00008900 |
| Nikkaji Number | J2.540B |
| Beilstein | 1361550 |
| CoE Number | 11853 |
Regulatory
| JECFA Food Flavoring | 1131 4-methyl-3-penten-2-one |
| DG SANTE Food Flavourings | 07.101 4-methylpent-3-en-2-one |
| FEMA Number | 3368 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 141-79-7 ; 4-METHYL-3-PENTEN-2-ONE |
Physical Properties
| Appearance | colorless to yellow oily liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.86200 to 0.86800 @ 25.00 °C. |
| Pounds per Gallon - (est). | 7.173 to 7.223 |
| Refractive Index | 1.44200 to 1.44700 @ 20.00 °C. |
| Melting Point | -53.00 °C. @ 760.00 mm Hg |
| Boiling Point | 126.76 °C. @ 760.00 mm Hg, 41.00 °C. @ 23.00 mm Hg |
| Vapor Pressure | 8.757000 mmHg @ 25.00 °C. (est) |
| Flash Point | 87.00 °F. TCC ( 30.56 °C. ) |
| logP (o/w) | 1.069 (est) |
| Soluble in | alcohol |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | perfuming agents |
Organoleptic Properties
| Odor Description |
at 10.00 % in propylene glycol. at 1.00 %.
|
| Taste Description | at 3.00 ppm. |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | oral-rabbit LD50 1000 mg/kg |
| Dermal Toxicity | subcutaneous-frog LDLo 1400 mg/kg |
| Inhalation Toxicity | inhalation-mouse LC50 10000 mg/m3/2H |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.34 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA) | ND (μg/capita/day) |
| Threshold of Concern | 540 (μg/person/day) |
| Structure Class | II |
| baked goods | - |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | - |
| cheese | - |
| chewing gum | - |
| condiments / relishes | - |
| confectionery froastings | - |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | - |
| fruit ices | - |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| imitation dairy | - |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | - |
| milk products | - |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | - |
| snack foods | - |
| soft candy | - |
| soups | - |
| sugar substitutes | - |
| sweet sauces | - |
| Dairy products, excluding products of category 02.0 (01.0) | 0.40000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | - |
| Edible ices, including sherbet and sorbet (03.0) | 0.75000 |
| Processed fruit (04.1) | - |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 1.12000 |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | - |
| Bakery wares (07.0) | 2.25000 |
| Meat and meat products, including poultry and game (08.0) | - |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | - |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | 0.50000 |
| Foodstuffs intended for particular nutritional uses (13.0) | 0.50000 |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | - |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | - |
| Ready-to-eat savouries (15.0) | - |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | - |
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Potential Uses
Natural Occurrence
Synonyms
iso
butenyl methyl ketone
2,2-
dimethyl vinyl methyl ketone
2,2-
dimethylvinyl methyl ketone
3-iso
hexen-2-one
mesityl oxide
mesityl oxide natural
mesityloxyde
methyl 2-methyl-1-propenyl ketone
methyl 2,2-dimethyl vinyl ketone
methyl 2,2-dimethylvinyl ketone
methyl isobutenyl ketone
4-
methyl pent-3-en-2-one
2-
methyl-2-penten-4-one
4-
methyl-3-penten-2-one
4-
methyl-3-pentene-2-one
2-
methyl-4-oxo-2-pentene
4-
methyl-pent-3-en-2-one
4-
methylpent-3-en-2-one
3-
penten-2-one, 4-methyl-
iso
propylidene acetone
iso
propylideneacetone
PubMed:
A quick, simple, robust method to measure the acidity of ionic liquids.
PubMed:
Determination of residual acetone and acetone related impurities in drug product intermediates prepared as Spray Dried Dispersions (SDD) using gas chromatography with headspace autosampling (GCHS).
PubMed:
Integration of stable isotope and trace contaminant concentration for enhanced forensic acetone discrimination.
PubMed:
Evaluation of electroosmotic markers in aqueous and nonaqueous capillary electrophoresis.
PubMed:
On the adsorption/reaction of acetone on pure and sulfate-modified zirconias.
PubMed:
Morphology control in mesoporous carbon films using solvent vapor annealing.
PubMed:
Determination of effective mobilities of EOF markers in BGE containing sulfated β-cyclodextrin by a two-detector method.
PubMed:
Roles of acetone and diacetone alcohol in coordination and dissociation reactions of uranyl complexes.
PubMed:
Migration behaviour of discontinuous buffers in capillary electrophoresis during protein enrichment.
PubMed:
Effects of curcumin and related compounds on processes involving α-hydroxyethyl radicals.
PubMed:
A trans-AB-bacteriochlorin building block.
PubMed:
TRPA1 is activated by direct addition of cysteine residues to the N-hydroxysuccinyl esters of acrylic and cinnamic acids.
PubMed:
A systematic study on the activation of simple polyethers by MoCl5 and WCl6.
PubMed:
Synthesis of modified homo-N-nucleosides from the reactions of mesityl nitrile oxide with 9-allylpurines and their influence on lipid peroxidation and thrombin inhibition.
PubMed:
Application of artificial neural networks in the prediction of product distribution in electrophoretically mediated microanalysis.
PubMed:
Acetone reactions over the surfaces of polycrystalline UO2: a kinetic and spectroscopic study.
PubMed:
Function-oriented synthesis applied to the anti-botulinum natural product toosendanin.
PubMed:
Structural and formulation factors influencing pyridinium lipid-based gene transfer.
PubMed:
Gas chromatography-olfactometry analysis of the volatile compounds of two commercial Irish beef meats.
PubMed:
Speciation of vanadium in soil.
PubMed:
Speciation of scandium and gallium in soil.
PubMed:
Surprising structural lability of a cysteine-S-conjugate precursor of 4-methyl-4-sulfanylpentan-2-one, a varietal aroma in wine of Vitis vinifera L. cv. Sauvignon blanc.
PubMed:
Origins of selectivity for the [2+2] cycloaddition of alpha,beta-unsaturated ketones within a porous self-assembled organic framework.
PubMed:
Photochemistry of the indoor air pollutant acetone on Degussa P25 TiO2 studied by chemical ionization mass spectrometry.
PubMed:
[Sensory evaluation test: odor component analysis and endotoxin content of Krestin and Carbocrin (generic drug) to compare palatability].
PubMed:
Two-dimensional capillary electrophoresis using tangentially connected capillaries.
PubMed:
On the mechanism of the Skraup-Doebner-Von Miller quinoline synthesis.
PubMed:
A new approach to promoting sluggish Diels-Alder reactions: dihapto-coordination of the diene.
PubMed:
An experimental study of the gas-phase reaction of the NO3 radical with alpha,beta-unsaturated carbonyl compounds.
PubMed:
Refined Synthesis of 2,3,4,5-Tetrahydro-1,3,3-trimethyldipyrrin, a Deceptively Simple Precursor to Hydroporphyrins.
PubMed:
Proline-coated column for the capillary electrochromatographic separation of amino acids by in-column derivatization.
PubMed:
The strongest isolable acid.
PubMed:
Analysis of a model reaction system containing cysteine and (E)-2-methyl-2-butenal, (E)-2-hexenal, or mesityl oxide.
PubMed:
Volatile compounds emitted by sclerotia of Sclerotinia minor, Sclerotinia sclerotiorum, and Sclerotium rolfsii.
PubMed:
Reaction of Resorcinol with alpha,beta-Unsaturated Ketones.
PubMed:
Medium-throughput pKa screening pharmaceuticals by pressure-assisted capillary electrophoresis.
PubMed:
Spectrophotometric determination of ferbam (iron(III) dimethyldithiocarbamate) in commercial sample and wheat grains using 4,7-diphenyl-1,10-phenanthroline after extraction into mesityl oxide.
PubMed:
Quantitative determination of sulfur containing wine odorants at sub-ppb levels. 1. Synthesis of the deuterated analogues.
PubMed:
Preparation and evaluation of an imidazole-coated capillary column for the electrophoretic separation of aromatic acids.
PubMed:
Isotope effects and syn selectivity in the ene reaction of triazolinedione with conjugated enones: aziridinium imide or an open intermediate mechanism?
PubMed:
Olfactory and quantitative analysis of aroma compounds in elder flower (Sambucus nigra L.) drink processed from five cultivars.
PubMed:
A robust method for determining DNA binding constants using capillary zone electrophoresis.
PubMed:
A strategy for the mapping of N-glycans by high-performance capillary electrophoresis.
PubMed:
The analysis of multiple phosphoseryl-containing casein peptides using capillary zone electrophoresis.
PubMed:
Optimization of resolution in capillary zone electrophoresis: combined effect of applied voltage and buffer concentration.
PubMed:
Adrenal-dependent leucopenia after short-term exposure to various airborne irritants in rats.
PubMed:
Low-dose-rate effect of tritium beta-rays on transfection activity of phage DNA related to an oxidative species different from .OH, HO2. O2-., and H2O2.
PubMed:
2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 12. 1,2-Dihydroquinolylmethyl analogues with high activity and specificity for bacterial dihydrofolate reductase.
PubMed:
Second derivative spectrophotometric determination of iron by extraction of the ferroin-perchlorate ion-association complex into mesityl oxide.
PubMed:
Mutagen production by chlorination of methylated alpha,beta-unsaturated ketones.
PubMed:
Quantitative evaluation of sensory irritating and neurobehavioural properties of aliphatic ketones in mice.
PubMed:
Extraction of zinc, cadmium and mercury salicylates.
PubMed:
Biotransformation of monoterpenes by Mentha cell lines.
PubMed:
Selective extractive separation of zinc, cadmium and lead from iodide media with mesityl oxide.
PubMed:
Extraction and separation of bismuth(III).
PubMed:
[Effect of 4-methyl-3-penten-2-one (1-phthalazinyl) hydrazone (budralazine) on intra- and extracranial circulation in cats (author's transl)].
PubMed:
Solvent extraction separation of hafnium with 4-methyl-3-pentene-2-one.
PubMed:
[Styrene migration into wine contained in polyester resin tanks].
PubMed:
Extraction and spectrophotometric determination of cobalt(II) with thiobenzoylacetone and simultaneous determination of cobalt and nickel.
PubMed:
Reaction of glutathione with conjugated carbonyls.
PubMed:
Solvent extraction of tellurium(IV) with mesityl oxide. Direct nephelometric determination.
PubMed:
beta-Methyl-delta-keto-Delta(alphabeta)-hexenoic acid and mesityl oxide as acetyl donors in the enzymic synthesis of acetylcholine.
PubMed:
Hygienic guide series: mesityl oxide.
PubMed:
Liquid-liquid extraction of tungsten(VI) with mesityl oxide application to an alloy steel.
PubMed:
Separation of zirconium by thin-layer chromatography.
PubMed:
[Reaction of phosphatides containing ethanolamine with an alpha,beta-unsaturated ketone (mesityl oxide)].
PubMed:
Catty odours in food: their production in meat stores from mesityl oxide in paint solvents.
PubMed:
Catty odours in food: their production in meat stores from mesityl oxide in paint solvents.
PubMed:
Catty odours in food: the reaction between mesityl oxide and sulphur compounds in foodstuffs.
PubMed:
The effect of crotonylidene isonicotinic acid hydrazone (CIH) and mesityl oxide hydrazone (MIH) in experimental tuberculosis.
PubMed:
The sulphonation of mesityl oxide.
PubMed:
The isolation and purification of two isomers of mesityl oxide.
PubMed:
Acid-base catalysis in non-aqueous solvents; the isomerisation of methyl mesityl oxide oxalate in chlorobenzene solution at 99 degrees.