wine lactone

(3S,3aS,7aR)-3a,4,5,7a-tetrahydro-3,6-dimethyl benzofuran-2(3H)-one

CAS: 182699-77-0 C10 H14 O2 MW: 166.21998000 coconut

Identification

Namewine lactone
IUPAC(3R,3aR,7aS)-3,6-dimethyl-3a,4,5,7a-tetrahydro-3H-1-benzofuran-2-one
CAS Number182699-77-0
FDA UNIIPBI72OD596
Molecular FormulaC10 H14 O2
Molecular Weight166.21998000
Nikkaji NumberJ2.095.802B

Regulatory

Physical Properties

Food Chemicals Codex Listed No
Boiling Point 285.00 to 286.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.003000 mmHg @ 25.00 °C. (est)
Flash Point 239.00 °F. TCC ( 115.00 °C. )
logP (o/w) 1.634 (est)
Soluble in water, 1834 mg/L @ 25 °C (est)

Organoleptic Properties

Odor Description at 10.00 % in dipropylene glycol.

Safety Information

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 wine lactone usage levels up to0.5000 % in the fragrance concentrate.
baked goods1.00000
beverages(nonalcoholic)0.50000
beverages(alcoholic)2.00000
breakfast cereal2.00000
cheese0.50000
chewing gum1.00000
condiments / relishes5.00000
confectionery froastings2.00000
egg products-
fats / oils-
fish products-
frozen dairy0.50000
fruit ices-
gelatins / puddings2.00000
granulated sugar-
gravies-
hard candy1.00000
imitation dairy1.00000
instant coffee / tea1.00000
jams / jellies-
meat products-
milk products0.50000
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors50.00000
snack foods-
soft candy2.00000
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

FR citrus FR coconut FR herbal FR tonka bean FR wine

Natural Occurrence

wine

Synonyms

(3R,3aR,7aS)-3,6- dimethyl-3a,4,5,7a-tetrahydro-3H-1-benzofuran-2-one (3S,3aS,7aR)-3a,4,5,7a- tetrahydro-3,6-dimethyl benzofuran-2(3H)-one Google Patents: Process for producing wine lactone PubMed: Improved synthesis of cyclic tertiary allylic alcohols by asymmetric 1,2-addition of AlMe3 to enones. PubMed: Enantioselective total synthesis of (-)-laurenditerpenol. PubMed: Characteristic volatile components of Kabosu (Citrus sphaerocarpa Hort. ex Tanaka). PubMed: The formation of wine lactone from grape-derived secondary metabolites. PubMed: Mechanism of wine lactone formation: demonstration of stereoselective cyclization and 1,3-hydride shift. PubMed: Optimization and evaluation of a procedure for the gas chromatographic-mass spectrometric analysis of the aromas generated by fast acid hydrolysis of flavor precursors extracted from grapes. PubMed: Identification of aroma active compounds in orange essence oil using gas chromatography-olfactometry and gas chromatography-mass spectrometry. PubMed: Character impact odorants of the apple cultivars Elstar and Cox Orange. PubMed: Evaluation of aroma differences between hand-squeezed juices from Valencia late and Navel oranges by quantitation of key odorants and flavor reconstitution experiments. PubMed: Characterization of the most odor-active volatiles in fresh, hand-squeezed juice of grapefruit (Citrus paradisi Macfayden).