Identification

Namewhiskey lactone
IUPAC5-butyl-4-methyloxolan-2-one
CAS Number39212-23-2
EINECS254-357-4
FDA UNIIHKX8Y5BUAO
Molecular FormulaC9 H16 O2
Molecular Weight156.22492000
MDL NumberMFCD00209540
Nikkaji NumberJ47.448G
CoE Number10535

Regulatory

JECFA Food Flavoring437 4-hydroxy-3-methyloctanoic acid gamma-lactone
DG SANTE Food Flavourings10.053 3-methyloctano-1,4-lactone
FEMA Number3803
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)39212-23-2 ; 4-HYDROXY-3-METHYLOCTANOIC ACID LACTONE

Physical Properties

Appearance colorless clear liquid (est)
Assay 98.00 to 100.00 sum of isomers
Food Chemicals Codex Listed No
Specific Gravity 0.95900 to 0.96700 @ 25.00 °C.
Pounds per Gallon - (est). 7.980 to 8.046
Refractive Index 1.44100 to 1.45700 @ 20.00 °C.
Boiling Point 93.00 to 94.00 °C. @ 5.00 mm Hg
Vapor Pressure 0.027000 mmHg @ 25.00 °C. (est)
Flash Point > 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w) 1.968 (est)
Soluble in alcohol
Insoluble in water
Stability alcohol, good

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Strength medium ,
Substantivity 59 hour(s) at 100.00 %
Odor Description
at 10.00 % in dipropylene glycol.
Coumarinic, coconut, Iactonic, woody, maple and lovage with a slightly toasted, nutty nuance
Warm cocoa, wine-like, maple effect of excellent tenacity
Tonka, Coconut, Toasted, Celery, Nutty, Burnt, Coumarin
Warm aroma of cocoa, wine, maple syrup
Warm coco winey odor with maple effect
Odor sample from Kingchem Laboratories Inc.
Taste Description
at 0.50 ppm.
Woody, Coconut, Creamy and Nutty with Toasted Nuance
Winey coco

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for whiskey lactone usage levels up to5.0000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)ND (μg/capita/day)
baked goods-
beverages(nonalcoholic)0.50000
beverages(alcoholic)1.00000
breakfast cereal-
cheese-
chewing gum2.00000
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy1.00000
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-

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Potential Uses

FL chocolate cocoa FR coconut FR floral FR fruit FR maple FR powder FL whiskey FR woody

Natural Occurrence

cognac PMC malt irish malt PMC rum PMC sherry PMC whiskey bourbon whiskey whiskey scotch whiskey wine port wine

Synonyms

5- butyl dihydro-4-methyl furan-2(3H)-one 5- butyl dihydro-4-methyl-2(3H)-furanone 5- butyl-4-methyl dihydro-2(3H)-furanone 5- butyl-4-methyl-3,4,5-trihydrofuran-2-one 5- butyl-4-methyldihydro-2(3H)-furanone 5- butyl-4-methyldihydrofuran-2(3H)-one 5- butyl-4-methyloxolan-2-one 5- butyldihydro-4-methyl-2(3H)-furanone 5- butyldihydro-4-methylfuran-2(3H)-one 2(3H)- furanone, 5-butyldihydro-4-methyl- hydroxy-3-methyl octanoic acid lactone 4- hydroxy-3-methyl octanoic acid lactone 4- hydroxy-3-methyloctanoic acid gamma-lactone methyl octalactone (PFW) 3- methyl-4-octanolide beta- methyl-alpha-octalactone 3- methyl-gamma-octalactone 3- methyloctano-1,4-lactone oak lactone oaklactone quercus lactone whiskey lactone whiskey lactone synthetic whiskeylactone gamma- whiskeylactone whisky lactone Perfumer & Flavorist: Organoleptic Characteristics of Flavor Materials Google Patents: Process for producing cis-whiskey-lactone PubMed: Gas chromatography with mass spectrometry as a useful approach for the differentiation of wines according to geographical origin based on global volatile patterns. PubMed: Determination of lactones in wines by headspace solid-phase microextraction and gas chromatography coupled with mass spectrometry. PubMed: Interactions of odorants with olfactory receptors and receptor neurons match the perceptual dynamics observed for woody and fruity odorant mixtures. PubMed: Catalytic enantioselective synthesis of naturally occurring butenolides via hetero-allylic alkylation and ring closing metathesis. PubMed: Volatile compounds of red wines macerated with Spanish, American, and French oak chips. PubMed: Importance of chip selection and elaboration process on the aromatic composition of finished wines. PubMed: Analytical characterization of the aroma of five premium red wines. Insights into the role of odor families and the concept of fruitiness of wines. PubMed: Influence of geographical origin and botanical species on the content of extractives in American, French, and East European oak woods. PubMed: Aroma composition of red wines by different extraction methods and Gas Chromatography-SIM/MASS spectrometry analysis. PubMed: Synthesis and analysis of thio-, thiono-, and dithio-derivatives of whiskey lactone. PubMed: Quantitative gas chromatography-olfactometry carried out at different dilutions of an extract. Key differences in the odor profiles of four high-quality Spanish aged red wines. PubMed: Identification and quantification of impact odorants of aged red wines from Rioja. GC-olfactometry, quantitative GC-MS, and odor evaluation of HPLC fractions.