Results for:
PubChem ID: 8858

4-methylpent-3-en-2-one

Mass-Spectra

Compound Details

Synonymous names
MESITYL OXIDE
141-79-7
4-Methylpent-3-en-2-one
4-Methyl-3-penten-2-one
3-Penten-2-one, 4-methyl-
Methyl isobutenyl ketone
Isopropylideneacetone
Isobutenyl methyl ketone
Mesityloxid
Mesityloxyde
Ossido di mesitile
3-Isohexen-2-one
Isopropylidene acetone
Oxyde de mesityle
Acetone, isopropylidene-
Methyl 2-methyl-1-propenyl ketone
Methyl 2,2-dimethylvinyl ketone
2-Methyl-4-oxo-2-pentene
2-Methyl-2-pentenone-4
2,2-Dimethylvinyl methyl ketone
4-Metil-3-penten-2-one
4-Methyl-3-pentene-2-one
4-Methyl-3-penten-2-on
2-Methyl-2-penten-4-one
FEMA No. 3368
NSC 38717
4-Methyl-3-penten-2-one, 9CI
4-methyl-pent-3-en-2-one
DTXSID1029170
CHEBI:89993
(CH3)2C=CHC(=O)CH3
NSC-38717
77LAC84669
DTXCID209170
Mesityloxid [German]
Mesityloxyde [Dutch]
Caswell No. 547
FEMA Number 3368
Oxyde de mesityle [French]
CAS-141-79-7
Ossido di mesitile [Italian]
HSDB 1195
EINECS 205-502-5
4-Metil-3-penten-2-one [Italian]
UN1229
EPA Pesticide Chemical Code 052401
BRN 1361550
4-Methyl-3-penten-2-on [Dutch, German]
AI3-07702
UNII-77LAC84669
Mesityloxid(german)
MFCD00008900
Isopropylidene-Acetone
Mesityl oxide [UN1229] [Flammable liquid]
EC 205-502-5
2-methylpent-2-en-4-one
MESITYL OXIDE [MI]
1-Methylpent-2-en-4-one
MESITYL OXIDE [HSDB]
CHEMBL3185916
FEMA 3368
WLN: 1Y1 & U1V1
4-Methyl-3-penten-2-one, 90%
AMY23356
NSC38717
Tox21_202080
Tox21_303606
LMFA12000030
STL146350
Mesityl oxide, technical grade, 90%
AKOS000118892
MCULE-4922478422
UN 1229
NCGC00249161-01
NCGC00257514-01
NCGC00259629-01
4-Methyl-3-penten-2-one (mesityl oxide)
4-Methyl-3-penten-2-on(DUTCH, GERMAN)
4-METHYL-3-PENTENE-2-ONE [FHFI]
M0069
M1340
NS00006985
TEICOPLANIN IMPURITY A [EP IMPURITY]
3-PENTEN,2-ONE,4-METHYL MESITYLOXIDE
EN300-21333
Mesityl oxide [UN1229] [Flammable liquid]
3-PENTEN,2-ONE,4-METHYL MESITYLOXIDE
A807813
CILASTATIN SODIUM IMPURITY D [EP IMPURITY]
Q425668
Q-201356
4-Methyl-3-penten-2-one, analytical reference material
Mesityl oxide, 90%, remainder 4-methyl-4-penten-2-one
InChI=1/C6H10O/c1-5(2)4-6(3)7/h4H,1-3H
Mesityl oxide, European Pharmacopoeia (EP) Reference Standard
4-Methylpent-3-en-2-one; Mesityl oxide; Cilastatin Sodium Imp. D (EP)
Mesityl Oxide, Pharmaceutical Secondary Standard; Certified Reference Material
Mesityl oxide, suitable for neutral marker for measuring electroosmotic flow (EOF), ~98%
Microorganism:

Yes

IUPAC name4-methylpent-3-en-2-one
SMILESCC(=CC(=O)C)C
InchiInChI=1S/C6H10O/c1-5(2)4-6(3)7/h4H,1-3H3
FormulaC6H10O
PubChem ID8858
Molweight98.14
LogP1.4
Atoms7
Bonds1
H-bond Acceptor1
H-bond Donor0
Chemical Classificationalkenes aliphatic ketones ketones
CHEBI-ID89993
Supernatural-IDSN0345746

mVOC Specific Details

Boiling Point
DegreeReference
130 °C peer reviewed
Volatilization
The Henry's Law constant for mesityl oxide is estimated as 3.67X10-5 atm-cu m/mole(SRC) derived from its vapor pressure, 8.21 mm Hg(1), and water solubility, 28,900 mg/L(2). This Henry's Law constant indicates that mesityl oxide is expected to volatilize from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 17 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 11 days(SRC). Mesityl oxide's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of mesityl oxide from dry soil surfaces may exist(SRC) based upon its vapor pressure(1).
Literature: (1) Daubert TE, Danner DP; Physical & Thermodynamic Properties of Pure Chemicals Vol. 3 NY: Hemisphere Pub Corp (1989) (2) Yalkowsky SH, He Y; Handbook of Aqueous Solubility Data. CRC Press LLC, Boca Raton, FL. p. 285 (2003) (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990)
Soil Adsorption
The Koc of mesityl oxide is estimated as 15(SRC), using a water solubility of 28,900 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that mesityl oxide is expected to have very high mobility in soil.
Literature: (1) Yalkowsky SH, He Y; Handbook of Aqueous Solubility Data. CRC Press LLC, Boca Raton, FL. p. 285 (2003) (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 4-5 (1990) (3) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
8.21 mm Hg at 25 deg CDaubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989.
MS-Links
1D-NMR-Links
Massbank-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
ProkaryotaPseudomonas AeruginosaNANADavis et al. 2020
ProkaryotaKlebsiella PneumoniaeNARees et al. 2017
ProkaryotaPseudomonas Aeruginosastimulate growth in Arabidopsis thaliana seedlings depending on inoculum concentrationavocado trees (Persea americana) rhizosphereGamboa-Becerra et al. 2022
ProkaryotaPseudomonas Sp.stimulate growth in Arabidopsis thaliana seedlings depending on inoculum concentrationavocado trees (Persea americana) rhizosphereGamboa-Becerra et al. 2022
ProkaryotaBacillus Sp.stimulate growth in Arabidopsis thaliana seedlings depending on inoculum concentrationavocado trees (Persea americana) rhizosphereGamboa-Becerra et al. 2022
ProkaryotaBrevibacillus Agristimulate growth in Arabidopsis thaliana seedlings depending on inoculum concentrationavocado trees (Persea americana) rhizosphereGamboa-Becerra et al. 2022
ProkaryotaAneurinibacillus Aneurinilyticusstimulate growth in Arabidopsis thaliana seedlings depending on inoculum concentrationavocado trees (Persea americana) rhizosphereGamboa-Becerra et al. 2022
ProkaryotaSerratia Liquefaciensstimulate growth in Arabidopsis thaliana seedlings depending on inoculum concentrationavocado trees (Persea americana) rhizosphereGamboa-Becerra et al. 2022
ProkaryotaStaphylococcus AureusLeibnitz Institute DSMZ-German Collection of Microorganisms and Cell Cultures GmbHFitzgerald et al. 2020
ProkaryotaPseudomonas AeruginosaLeibnitz Institute DSMZ-German Collection of Microorganisms and Cell Cultures GmbHFitzgerald et al. 2020
ProkaryotaEscherichia ColiLeibnitz Institute DSMZ-German Collection of Microorganisms and Cell Cultures GmbHFitzgerald et al. 2020
ProkaryotaStaphylococcus Epidermidisstrains were provided by Prof. O'Gara at NUI GalwayFitzgerald et al. 2020
ProkaryotaCollimonas Pratensisnarhizosphere of Marram grass in sandy dune soils, NetherlandsGarbeva et al. 2014
ProkaryotaCollimonas Pratensisn/aNAGarbeva et al. 2014
ProkaryotaStreptomyces Citreusn/aNASchulz and Dickschat 2007
Lentinula EdodesGeng et al. 2024
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
ProkaryotaPseudomonas AeruginosaLB brothSPME/GCxGC-MSno
ProkaryotaKlebsiella PneumoniaeLBSPME / GCxGC-TOFMSno
ProkaryotaPseudomonas AeruginosaLB mediaSPME/GC-MSno
ProkaryotaPseudomonas Sp.LB mediaSPME/GC-MSno
ProkaryotaBacillus Sp.LB mediaSPME/GC-MSno
ProkaryotaBrevibacillus AgriLB mediaSPME/GC-MSno
ProkaryotaAneurinibacillus AneurinilyticusLB mediaSPME/GC-MSno
ProkaryotaSerratia LiquefaciensLB mediaSPME/GC-MSno
ProkaryotaStaphylococcus AureusTSB mediaHS-SPME/GC-MSno
ProkaryotaPseudomonas AeruginosaTSB mediaHS-SPME/GC-MSno
ProkaryotaEscherichia ColiTSB mediaHS-SPME/GC-MSno
ProkaryotaStaphylococcus EpidermidisTSB mediaHS-SPME/GC-MSno
ProkaryotaCollimonas Pratensissand containing artificial root exudatesGC/MSno
ProkaryotaCollimonas PratensisHeadspace trapping/GC-MSno
ProkaryotaStreptomyces Citreusn/an/ano
Lentinula EdodesJiuqu (traditional wheat Qu)GC-IMSno