Results for:
PubChem ID: 19309

4-hydroxy-2,5-dimethylfuran-3-one

Mass-Spectra

Compound Details

Synonymous names
Furaneol
3658-77-3
4-hydroxy-2,5-dimethylfuran-3(2H)-one
4-Hydroxy-2,5-dimethyl-3(2H)-furanone
4-Hydroxy-2,5-dimethyl-3(2H)furanone
2,5-Dimethyl-4-hydroxy-3(2H)-furanone
Pineapple ketone
Dimethylhydroxy furanone
Alletone
3(2H)-Furanone, 4-hydroxy-2,5-dimethyl-
4-hydroxy-2,5-dimethylfuran-3-one
Strawberry furanone
4-hydroxy-2,5-dimethyl-3-furanone
Coe 536
FEMA No. 3174
FEMA 3174
2,5-Dimethyl-4-hydroxy-2,3-dihydrofuran-3-one
2,5-Dimethyl-3-hydroxy-4-oxo-4,5-dihydrofuran
4-Hydroxy-2,5-dimethylfuran-2(3H)-one
4-hydroxy-2,5-dimethyl-2,3-dihydrofuran-3-one
3(2H)-FURANONE, 2,5-DIMETHYL-4-HYDROXY-
20PI8YZP7A
192466-95-8
DTXSID0041517
CHEBI:76247
MFCD00010706
EINECS 222-908-8
UNII-20PI8YZP7A
BRN 1281357
CCRIS 8102
4-Hydroxy-2,5-dimethyl-3(2H)-furanone (natural)
ALNOSE
HDMF
dimethylhydroxyfuranone
(+/-)-Furaneol
SCHEMBL57008
CHEMBL3186302
DIMETHYL DIHYDROFURANOLONE
DTXCID8021517
HSDB 8322
HY-N7093
Tox21_300823
2,5-DIMETHYLDIHYDROFURANOLONE
AC8010
s5178
AKOS015900499
CS-W013470
DIMETHYLHYDROXY FURANONE [INCI]
MCULE-3813239281
SB60884
NCGC00248185-01
NCGC00254727-01
2,5-dimethyl-4-hydroxy-2h-furan-3-one
2,5-dimethyl-4-hydroxy-3[2H] furanone
4-hydroxy-2,5-dimethyl-3-oxo-2H-furan
AC-14027
AS-15673
SY035594
CAS-3658-77-3
2,5-dimethyl-4-hydroxy-3-(2H)-furanone
2.5-dimethyl-4-hydroxy-3-(2H)-furanone
4-hydroxy-2,5-dimethyl-furan-3(2H)-one
DB-003486
2,5-dimethyl-4-hydroxy-(2h)-furan-3-one
2,5-dimethyl-4-hydroxy-3-oxo-(2H)-furan
D1569
D1884
NS00012307
C20717
EN300-175904
2,3-Dihydro-4-hydroxy-2,5-dimethyl-3-furanone
4-oxo-3-hydroxy-2,5-dimethyl-4,5-dihydrofuran
A823300
Q250455
Q-100434
4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE [FCC]
4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE [FHFI]
Z1255395050
2,5-Dimethyl-4-hydroxy-3(2H)-furanone (Technical Grade)
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, >=99.0% (GC)
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, >=98%, FCC, FG
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, analytical standard
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, natural, >=98%, FG
InChI=1/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H
4-Hydroxy-2,5-dimethyl-3(2H)-furanone, 15 wt. % (in propylene glycol), FG
Microorganism:

No

IUPAC name4-hydroxy-2,5-dimethylfuran-3-one
SMILESCC1C(=O)C(=C(O1)C)O
InchiInChI=1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3
FormulaC6H8O3
PubChem ID19309
Molweight128.13
LogP0.7
Atoms9
Bonds0
H-bond Acceptor3
H-bond Donor1
Chemical Classificationalcohols heterocyclic compounds lactones
CHEBI-ID76247
Supernatural-IDSN0149971

mVOC Specific Details

Boiling Point
DegreeReference
216 deg CRowan DD; Metabolites 1(1): 41-63 (2011)
Volatilization
The Henry's Law constant for dimethylhydroxy furanone is estimated as 1.5X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that dimethylhydroxy furanone is expected to volatilize from water surfaces(2). 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)(2) is estimated as 3 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 25 days(SRC). Dimethylhydroxy furanone's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Dimethylhydroxy furanone is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.008 mm Hg(SRC), determined from a fragment constant method(1); however, dimethylhydroxy furanone does emit an odor(3) even though it exists as a solid.
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of June 13, 2016: http://www2.epa.gov/tsca-screening-tools/ (2) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (3) Panten J, Surburg H; Flavors and Fragrances, 3. Aromatic and Heterocyclic Compounds. Ullmann's Encyclopedia of Industrial Chemistry. 7th ed. (1999-2016). New York, NY: John Wiley & Sons. Online Posting Date: Jan 28, 2016.
Solubility
In water, 0.315 g/mL at 25 deg C
Literature: Chen Y, Sidisky LM; J Chromatogr A 1218(38): 6817-6822 (2011)
Literature: #Soluble in oil and ethanol
Literature: Burdock, G.A. (ed.). Fenaroli's Handbook of Flavor Ingredients. 6th ed.Boca Raton, FL 2010, p. 921
Soil Adsorption
Using a structure estimation method based on molecular connectivity indices(1), the Koc of dimethylhydroxy furanone can be estimated to be 1(SRC). According to a classification scheme(2), this estimated Koc value suggests that dimethylhydroxy furanone is expected to have very high mobility in soil.
Literature: (1) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of June 13, 2016: http://www2.epa.gov/tsca-screening-tools/ (2) Swann RL et al; Res Rev 85: 17-28 (1983)
Vapor Pressure
PressureReference
0.008 mm Hg at 25 deg CUS EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of June 13, 2016: http://www2.epa.gov/tsca-screening-tools/
MS-Links
MS-Links

Species emitting the compound
KingdomSpeciesBiological FunctionOrigin/HabitatReference
EukaryotaTuber Melanosporumn/aT. melanosporum was from the cultivated truffle zones in the province and T. aestivum from the natural truffle zones in the same regionCullere et al. 2010
EukaryotaTuber Aestivumn/aT. melanosporum was from the cultivated truffle zones in the province and T. aestivum from the natural truffle zones in the same regionCullere et al. 2010
EukaryotaPenicillium Crustosumcompost Fischer et al. 1999
Method
KingdomSpeciesGrowth MediumApplied MethodVerification
EukaryotaTuber Melanosporumn/aGas chromatography-olfactometry (GC-O)no
EukaryotaTuber Aestivumn/aGas chromatography-olfactometry (GC-O)no
EukaryotaPenicillium Crustosumyest extract sucroseTenax/GC-MSno